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fireandcrinkles

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fireandcrinkles last won the day on November 22 2023

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  1. Chapter 12 I woke up the next morning and felt an urgent need to pee. I had a brief thought that if I was wearing a diaper I could just go and not have to move. That was tempered by hearing Judy breathing softly next to me and feeling her warmness close to my body. As I got up, I looked back and was taken with how beautiful she looked even with her hair strewn all over the pillow. After completing my normal routine, I headed to the kitchen. I looked out the window and could see a light rain falling. When I checked the weather on my phone it said it would get heavier in a few hours and should continue all day. I doubted that Judy and Jane would be keeping their plans. I started the coffee and then dug through the fridge. I found some bacon and started cooking it and then got the waffle maker out and made some batter for it. Right after the bacon was done, I heard movement down the hallway, so I started on the waffles. “Wow… this is impressive and waking up to the smell of bacon cooking is awesome.” Judy said as she entered the kitchen. I moved over and kissed her. “Hmm… what has caused all this? A big breakfast, morning kisses, looking at me with puppy dog eyes.” She grinned. “I woke up and the women in my bed was fucking gorgeous and I realized how lucky I was, so I wanted to do something nice.” I told her. She stepped over and pulled me into a tight hug. I reluctantly broke free from it to keep the waffles from burning. We ate mostly in silence while stealing looks at each other and grinning. We were cleaning the kitchen when her phone vibrated, and she looked at it. “Jane just threw in the towel on today. She is pretty disappointed. I think she wanted to get out of the house. She and Steve are fighting a lot these days.” Judy told me. “I am sorry about canceling the plans. Is there a movie or something you all could go to?” I asked. “Oh… that isn’t a bad idea. Wait, are you trying to get me out of the house?” She raised an eyebrow. “Of course not.” I responded. “Okay… wasn’t sure if you had some pervy secret you were keeping from me and wanted me gone so I wouldn’t see it.” She laughed. “Speaking of which… since I won’t be gone all day, even if we go to a movie, want me to diaper you this morning?” I had thought that I could maybe spend the day diapered now since she wasn’t going to be gone. I wasn’t ready to ask Janice to come over again but wouldn’t have to do it. There was also something in how she had asked me about it, like she was excited about the idea. “Uh… sure. If you are okay with it.” I said not trying to sound too eager. “Yes… it is why I asked. Meet me in the kids’ room in about fifteen minutes.” She directed. She was waiting for me when I went into the kid’s room. I saw there was a diaper laying on my niece’s bed and the bags from her shopping yesterday was on one of the other beds. “Strip off what you are wearing and then lie down. I have got some surprises for you. I hope you like them.” She smiled broadly at me. I followed her direction and watched as she fluffed out the diaper and then slid it in place. I was glad that this process was still exciting to me, and I hope that it will always be. A part of me still couldn’t believe that Judy was willing to diaper me. “I am not sure why but every time I look at one of these I am surprised at how cute and thick they are. I am glad you liked the girly ones.” She giggled she giggled as the taped it tightly in place. I just smiled at her and watched as she moved over to the bed. She looked back over at me and winked and slowly pulled something out but kept her back to me. I heard plastic package ripping and then turned around. “So… these aren’t from an adult baby place. The order I made from there won’t be here until the end of next week at the earliest but… outside of not having ruffles on the bottom these are pretty much the same thing.” She said as she held out a pair of white tights. I felt my nervousness grow. I realized this was another step in making my wearing diapers even more girly but I was also eager to see how they felt on my legs and how I would look. Judy rolled them up, so they were balled up at the feet and slipped them on me, first one foot in and then the other. As she began to move them up my legs, I realized how much I already enjoyed the sensation of nylon on my legs. “It is good thing you have such little body hair. I don’t think these would look very good with a lot of leg hair sticking through them. Probably wouldn’t feel as good as that smile you have tells me they do either.” She said. I felt myself blushing because I knew my face had given away how much I liked how they felt on me. “Uh… swing your legs over and stand up. I don’t think I can get your butt up far enough to get them situated right. I got control top because I thought they would help hold your diaper in place when it is really wet.” I followed her direction, and she pulled them the rest of the way up and over my diaper. I immediately noticed it made the diaper feel even a little tighter on me which made me happy. I looked down as saw that you could easily see the diaper through the tights, along with the pink color and the princesses printed on it. “Oh… yes. Much better than the onesie, huh… You can see your adorable, diapered bottom. Okay… a couple more things.” She said as she moved back over to the bag. She pulled out what looked like was pink skirt and then a white shirt. I noticed the shirt had a pink lace trim on the sleeves and the neck line. “I thought we would expand your Diaper Princess wardrobe just a little. This is a tennis skirt and will be pretty short and I picked up the shirt to go with it. The night shirt is cute, but everyone can tell it is night shirt when you are wearing it.” She announced. She held the skirt open, and I realized she wanted me to step into it. I did and she pulled it into place. Looking down I could tell the hem landed way up on my thighs. I wondered if it completely covered my diaper in the back. She held the shirt up and I let her help me put it on, like she was dressing a toddler. “Oh… so adorable and cute. Walk over to the mirror… I know you are dying to see how you look.” She laughed. I followed her instructions and realized that the feel of the tights as I moved was amazing. I also realized that it had changed how the diaper felt on me and I loved that also. When I got to the mirror, I felt myself starting to get aroused a little. I think it was because I knew that Judy was seeing her husband dressed as a diaper-dressed little girl. “My Diaper Princess is just so cute isn’t she! Do you love your outfit? I have another one, but the tights and the top are pink, and the skirt is white. I know you said you want to wear girly stuff with your diapers.” She sounded sincere as she talked. “Thank you for getting this for me.” I said, trying to hold her eye as I spoke. “You are welcome. I know you don’t like the word sissy but… well you look so adorable, and I just can’t help but think that is what you are and that it is okay to be that. I hate that you have probably had the need to experience this and kept inside for so long. I love you.” She said and I noticed her eyes were a little wet. “You are okay with me being a sissy?” I asked as I tried to take in the rest of what she said. “Of course… but I won’t call you that… I will still call you my Diaper Princess. Um… before I go change my clothes would you… well you haven’t done this or asked about in several days… would you like to nurse?” She was nervous as she asked. “Uh… sure… of course.” I said eagerly. She smiled and slowly removed her top and then undid her bra letting the straps slide off her shoulders. She caught it and set it on the end of the bed and then sat on it propping a pillow against the wall as she leaned back. She patted the bed and got on it and she took the other pillow and sat it on her lap. I laid down and realized that put her breast at the perfect level. I moved my mouth to her nipple and began to suck on it. I was surprised that this caused more of a comfort feeling than arousal for me. After a few minutes I felt Judy slide one of her hands and arms under the pillow and towards her crotch. Her other hand slowly stroked my hair and cheek. I felt my diaper start to warm as I released my bladder. I really didn’t make a conscious effort to do it, I just started peeing. Judy arm under the pillow was moving now and I heard her breathing pick up. I realized she was masturbating as I sucked on her nipple. I sucked a little harder and thirty seconds later she had a small orgasm. “You… uh… you… please stop… sorry.” Judy said a little short of breath. I released her from my mouth and smiled at her. She had a slightly guilty smile when she looked down at me. “Well… maybe the nursing part should be a more regular part of this.” She laughed as her cheeks reddened. “I will make sure when I change you today that you get to do that also.” She motioned for me to let her up and I did. She grabbed her shirt and bra and left the room to change. I got up and went and looked at myself in the mirror again. I moved around and saw that if I bent over just a little you could obviously see my diaper under my tights. I wondered what Janice would think if she saw me wearing this outfit. I headed out of the bed room. I was again loving how the tights felt as I walked and how my now wet diaper felt pressed against me. I didn’t notice though that my feet were slippery as I walked on the hardwood floor. I went into the kitchen and straightened up some. I was trying to figure out what I was going to do with my day since Judy was going to be home all day. My original plans of deep house cleaning to surprise her were gone since she was home. “Hey… I hadn’t thought about this, but I need to get you some shoes. If you aren’t careful, you will slip and fall and hurt yourself.” She said startling me. “Oh… sorry… didn’t mean to scare you. If you hurt yourself bad enough, I could call 911 and hopefully some hot firemen and paramedics would come, a little eye candy in the house for me. Although that would be pretty embarrassing for you, wouldn’t it my Diaper Princess.” Judy’s smile got bigger as she talked. She must have seen something in my face that made her realize for some reason that idea turned me on, so she continued. “All those people seeing you in girly outfit and wet diaper. If they had to take you to the hospital. Maybe a cute nurse would change you when you got to the hospital and see how excited you got from the embarrassment of being caught dressed like you are.” She stepped over and squeezed the front of my diaper and looked into my eyes and grinned. I smiled back and headed towards our room to get my phone; I had left it on the nightstand. When I turned to go down the hallway my foot slipped again. I really did need to be careful, or Judy scenario might actually come true. “Hey… I just thought about this. Your foot isn’t that much bigger than mine. I bet you could wear my crocs until I can get you something of your own. Plus, bonus they are pink.” She laughed pulling them out of the closet. I moved over and stepped into them, my foot was a little too big, but they would work. I walked out and she followed behind me. “Much better, can’t let my Diaper Princess slip and fall. I think a cute pair of pink ballet flats would be perfect with your outfit.” Judy said as she walked down the hall behind me. “Hmm… I just realized I can’t see how wet your diaper is with the skirt covering it. You need to tell me when you need a change. And… I know you like to soak those things but don’t leak on the furniture, got it!” She said with authority. “Yes, mommy.” I replied sarcasticly. “So… I am your mommy when you are dressed like this?” She giggled. “I don’t know… I guess.” I replied uncertainly. She reached for my arm and turned me towards her. “Hey… it is okay… I am not calling you a baby. Just trying to have some fun.” “I know… and I know it is hard to protest some of the things I do while wearing a wet diaper and a girly outfit.” I told her with a forced smile. Judy stepped over and kissed me quickly and lightly on the lips. “I am going to go take a shower. I suggested a movie to Jane but haven’t heard back from her.” While she showered, I went and grabbed my iPad and spent the next couple hours surfing the net. I looked at some web forums about diaper lovers and read some erotic fiction about diaper lovers. As I read it I realized that there were some common themes but it seemed like everyone had subtle differences on what exactly they found arousing when it came to wearing diapers. When I got up to go get a water bottle, I realized that my diaper was pretty wet. I remembered that Judy had told me I needed to tell her when I needed a change. When I looked at the clock, I realized it had been over two hours since she headed to take a shower. I figured that she had decided to take a bath instead. When I went into the bathroom, she was lying on the bed in her towel with her phone in her hand typing. When she saw me, she seemed to startle a little and set the phone down. “Uh… hey… are you okay?” She asked, her tone off just a little. “Yea… I… well I need a diaper change. Are you okay?” I asked her. “Sure… still waiting to hear from Jane. She wasn’t too excited about going to a movie but said she might want to do something. Let me throw something on and I will meet you in the kids’ room, okay?” She told me. I left her and went into the kid’s room. I stood in front of the full-length mirror holding my skirt up and seeing how wet my diaper looked. Judy had been right; the control top pantyhose or tights did hold my diaper up and even though it was very wet it hadn’t sagged. “Like what you see?” I heard behind me. I turned to see Judy standing in the doorway smiling. She was wearing a pair of comfortable shorts and a loose t-shirt. As she moved over to grab a clean diaper, I could see her boobs moving and realized she wasn’t wearing a bra. Without being told I moved over to the bed and laid down on it. She sat on the edge and pushed my skirt up and then reached for the top tights and shimmied them down my thighs to below my knees. She turned and picked up the fresh diaper and fluffed it out before setting it next to me and grabbing some wipes. “Okay… with the tights you need to put your feet together and let your legs… sort of fall open at the knees, yes… like that.” She smiled. She pulled off the tapes and dropped the front of the diaper down I felt the cool wipe on me and as she cleaned my balls and then my dick it started to stiffen. When I looked at her, she winked but pulled the wipe and her hand away. “Pretty sure Jane is coming over here for a few drinks at some point. Do you want me to take care of that now… OR…. Do you want to wait and see if she would be willing to do it. I can suggest she wear a low-cut shirt so you can see plenty of cleavage while she takes care of you.” She had heavily accented the word care. The immediate truth was that after reading the boards and erotica earlier I was really worked up and would have loved to have gotten off. I almost told Judy to go ahead and do it but I also knew that if I waited and Jane did it later I would probably have and incredible orgasm. “Uh… how about later.” I told her a little nervously. “Yea, I thought so.” She laughed loudly. “Might even be able to convince her to let you watch, or at least listen to her pee also. Maybe even more than that.” My dick got even harder as she told me that and it was now going to be pretty much impossible to get my dick in the right place as she diapered me. “Oh… I am going to go text Jane and tell her to just come here. Hopefully while I am doing it, that little guy can settle down so we can get him in your diaper.” She jumped up and left the room. Her calling it my little guy started my self-doubt and that helped my arousal quickly dissipate. When Judy came back about five minutes later, I was almost flaccid again. She smiled when she saw it and quickly reached down and pulled the diaper up and tightly taped it in place. She then rolled my tights up my leg. “How about grilled cheese and tomato soup for lunch… seem perfect for a day like today, doesn’t it.” She walked out with my rolled up wet diaper in her hand. We didn’t talk much during lunch, just enjoyed our soup and sandwiches. Like always we cleaned up together and when we were done Judy went into the foyer bathroom and peed leaving the door open. “Okay… serious question.” She said as she came out after I heard the toilet flush. “Pretty much out of toilet in there. Do I leave it like that, and we see if Jane asks you to clean her? Or should I go grab a roll and put in there?” “What? You would be okay with me doing that?” I asked shock. “Yea… I think so… honestly… she kind of needs someone to go down on her and make her orgasm. That is one of the big problems with her and Steve. He is supposedly has a great dick but is a totally selfish lover. I would like her to experience that, I think.” Her tone didn’t sound completely sure. “Uh…wow… are you sure?” I probably still sounded shocked. “No… but I am not sure that you shouldn’t do it, and I am pretty sure that two people I love and care about get something they both want out of it. Jane gets an orgasm caused by someone besides herself and you get to live out one of your fantasies while wearing your diaper and pretty pink princess stuff.” She smiled and giggled. “Don’t replace it. You can always go grab a roll if you change your mind or I change mine. Plus, we don’t know if she would want me to do that anyways.” I told her sounding fairly certain. Judy laughed and then stopped. “If you change your mind… like that would happen. And we do know that she is interested in that. When I told her about your doing it to me, she actually thought it was hot and has told me how lucky I am to have a man who loves going down on me.” We sat looking at each other with strange smiles on our faces. I don’t think either of us were certain what to say next after that discussion. I eventually gathered my iPad and phone and took them into the office. It is where I would hang out while Jane visited. What Judy had said about living out a fantasy of going down on a woman while wearing a diaper had made me realize that Jane was going to see me in the outfit I was wearing today. I was mostly okay with that, but it did feel like it was a step above what she had seen before. Just after two the door bell rang followed by the door immediately opening. Jane called out for Judy and then added my name when there wasn’t an immediate reply. I moved out of the office and had just stepped into the hall when I heard them greeting each other. I took a deep breath and continued to walk towards where they were standing. “Uh… hi Jane.” I said and watched as she turned towards my voice as I walked into the family room. “Oh, my fucking God… that is just… fucking adorable… do you like your outfit? Judy… did you pick this out? So cute.” Jane said with what sounded like sincere exuberance. “Yea… got it all at Kohl’s, believe it or not, and she does look pretty amazing in it doesn’t she.” Judy snuck a quick wink at me. “So… she… that pronoun is okay right now? I heard that there is some concern with the word…. Sissy?” She looked at me again. I could tell that Jane was sincere in her question and wanted me to be comfortable and I really appreciated it. It also somehow made me feel even more attracted to her. Plus, she had gotten the message about her shirt from Judy… it had a deep V-neck and her cleavage was almost spilling our of it. “Yea… not a fan of being called a sissy… but I think… sissy in law might be okay for nickname, won’t it my Diaper Princess?” Judy said. Her look and tone made it clear that it would be okay. I just nodded my head and watched them smile at each other. It felt a little like I was missing out some inside joke our secret. “Have a seat Jane… I will grab a bottle of wine and some glasses. Is my Diaper Princess going to hang out with the girls also?” She asked me. “Uh… no… I will let you all have some sister time. I will be in my office.” I responded and headed out of the family room. “Okay… just remember to let one of us know when you need a change… no leaking on the furniture. Got it?” She said with authority. I said yes over my shoulder as I went into my office. I settled into the couch and did a quick surf on my phone. I realized I was thirsty plus I wanted to be able to make sure my diaper was really wet when it was time for my next change, so I decided to head to the kitchen for a water bottle. “So… tell me the latest with the hottie PE teacher. You two still flirting? Has he worn grey sweat pants to school anymore?” Jane laughed. She wasn’t whispering but she had reduced the loudness of her voice. I realized they thought I was still down the hall in my office and not right in the next room in the kitchen. It wasn’t a shock to hear Jane asking Judy that question, but it did catch me off guard and I could feel my nerves grow as I waited to hear Judy’s response. “He is still flirty… and it seems to be only directed at me, at least at school. Tammie and a couple of other teachers have mentioned it. And yes, on the grey sweat pants, I have to fight myself from staring right at his crotch when he wears them.” Judy laughed. “Yea… I hate it but I still look at Steve’s crotch when he wears them. I promise you though, just because they have a big dick in their sweatpants… doesn’t mean they know how to use it. At least your husband makes you cum on a regular basis. I would trade you in a heartbeat.” Jane told her. “Yes, he does… I know I am lucky but just once I would love to know what it feels like to be fucked by a big cock. The two guys before him were average and well… let’s just say it isn’t a micro penis or anything but…” Judy stopped. “I know… remember I saw it. It is cute though.” Jane laughed. “Speaking of that… if you want to change him today, I am sure he would love that.” Judy giggled a little. “I actually had fun doing that. So sure.” “And… um… well… if you want… if you want him to go down on you… I am okay with that… just nothing more than that… no intercourse and no kissing.” Judy told her nervously. “What? Really? Wow… I have to think about that offer. I may hate Steve right now but… well that seems like a step… too far… but God would I love to orgasm without jilling myself off.” Jane said with shock in her voice. “You have to let him lick you after you pee though… that is what he gets out of the deal. Plus, trust me he always does a good job, but it is even more incredible if he gets to taste some pee.” Judy told her. “Yea… I figured. He is definitely a pervert but a sweet, cute, compassionate, and kind pervert.” Jane laughed heartily. I heard Judy join her. I decided I needed to get out of the kitchen before one of them caught me eavesdropping. Plus, I wanted some time alone to reflect on what I had heard. My mind was racing from hearing Judy talk about the PE teacher and her desire to be fucked by a big dick. I was also surprised that she had told her sister it was okay for me to perform oral sex on her. I quietly grabbed the water bottle and headed back to my office, drinking from it as I did. I definitely wanted a very wet diaper when Jane changed me later. I went back to surfing the net on my iPad and a lot of what I was looking at was getting me more worked up. I couldn’t hear what was being talked about in the family room but heard them getting louder and figured they were hitting the wine hard. I had wet my diaper again and it was fairly wet. I squeezed the front of it through my tights and diaper and loved how it felt but was sure it would hold one more wetting. I was daydreaming about Jane changing me when I noticed it had gotten quiet in the family room. I looked up and Judy was standing in the doorway what funny grin on her face. I am sure my face showed some confusion as I looked at her. “Uh… hey… I think Jane needs some help in the foyer bathroom.” She giggled. My cock immediately swelled completely and pressed against the front of my very tight diaper. I stood up and headed towards the bathroom that Jane was in. As I moved past Judy, she grabbed my arm and stopped me, giving me a quick kiss on the lips. When it ended, she nodded her head yes, smiled, and then winked at me.
  2. Chapter 11 Right after Janice left, I went to the bedroom to see my outfit in the full-length mirror. I immediately realized that I liked how the skirt looked. I even did a few twirls. I still wasn’t a fan of the onesie, and I especially didn’t like how it covered my diaper. Right before I stepped away from the mirror I was struck with a thought. What would Judy think of seeing me wearing this? Janice had said it was cute or adorable or something, I suddenly couldn’t remember exactly. That was great but I didn’t know if I would want my wife to think that. Although I guess that was stupid, it wasn’t like she hadn’t seen me in pink diapers and a pink shirt. When her normal time to get home came and went I felt my anxiety building. I really wanted to get past her seeing me in what I was wearing, but even more wanted to talk about Janice babysitting me. An hour after she normally got home, I heard her entering the kitchen. I was in my office and slowly walked down the hall to meet her. “Oh my God… that skirt is so cute. Did Janice convince you to wear that? Wait… don’t say anything more, I need to get the rest of the groceries out of the car and then I want to hear all about your day.” She told me with a big smile. I started to put away the groceries she had already brought in. I was reaching up and putting something on the top shelf when Judy came back in. My skirt must have risen up as I did it. “Oh… hmm… the onesie completes covers those adorable diapers doesn’t it. I don’t think I like that. You can’t really tell how nice and thick they are in the onesie either.” Judy said from behind me. “I thought the same thing when I looked in the mirror. I like the skirt but not really the onesie.” I said without really thinking. “Yea… I agree that skirt is cute and perfect for a Diaper Princess.” She giggled. We finished putting the rest of the stuff away and Judy grabbed a wine glass and poured a generous amount into it before we walked into the family room. We sat on the couch together, although at opposite ends, as I sat down, I realized at some point I had wet my diaper and didn’t really remember when I had done it. “So… tell me all about your day. Did you like your babysitter?” She laughed after taking a big sip of wine. “Uh… yes. I did.” I said looking down at the couch not really sure how to answer. “Did she do a good job of changing your diapers. Did she get them on you nice and tight like you like them? How about taking care of any problems that… came up. Did she do that for you? Would you like for her to babysit you again?” She winked at me as she took another sip of wine. “Uh yes… all of that.” Again, I still couldn’t look right at her. “You seem nervous… did anything else happen that you want to let me know about?” She looked right at me. My guilt overcame me as she asked that. The tone of her voice made me think she some how already knew. “I… uh… a couple things… she… well she let me listen to her pee… but… I well… well I also… I tried to kiss her. I am so sorry.” I said with fear in my voice. “Tried to kiss her? You didn’t actually kiss her?” She said again looking right at me. “Yes… she pulled away from me and told me that you wouldn’t like that.” I responded immediately. “No… I was not really happy to hear about that. Her letting you listen to her pee doesn’t bother me. Kissing her would have been a problem. Why did you want to kiss her? Do you have feelings for her?” I was trying to absorb what she had said and how she said it. Her tone was very matter of fact and without emotion. It also sounded almost like she knew all of this already, that I wasn’t telling her something new. “No… not like romantically or anything… I am in love with you. It… just happened suddenly. She hugged me and when she did that… just something happened. I am very, very sorry!” I realized my emotions were building. “Well, you didn’t actually kiss her, so I am not mad. Plus, you both were honest about it and told me what almost happened so I feel like I can keep trusting both of you. If there is more to it than a hug that got out of… control… you need to tell me now.” She said sternly. “No… I promise that was it. Uh… Janice told you what happened? When did you talk to her?” I replied immediately. “Yes… I talked to her on the way home. What kind of mommy would I be if I didn’t check in with the babysitter on how things went. She said it was all good until she used the word sissy and that got you upset?” She arched an eyebrow at the end. I took a second to let it sink in that she had used the term mommy to describe herself. I am pretty sure that was the first time she had done that, and I wasn’t sure what I thought about it. “Yes… I am not a sissy.” I said with a little anger. “Okay… you don’t like the being called a sissy but…” She stopped when I cut her off. “But what? I am not a sissy no buts!” I sat up straighter as I spoke. “But… right now you are wearing a skirt, one that has princesses all over it, a pink onesie, and a very pink diaper, that is probably wet, that also has princess on it. If you weren’t wearing it, you would be wearing a pink sleep shirt covered in Disney princesses. Oh… I heard you want some tights?” She said in a neutral tone. I absorbed what she said knowing there was nothing I could legitimately deny. I knew I didn’t want Judy to think of me as a sissy. I also wondered about her comment about the tights. Janice had mentioned them, and I was curious about them, but I was pretty sure I hadn’t told her I wanted tights. “I can’t deny any of that. Although… I really don’t like the onesie. I just… well… I like the diapers, a lot, obviously… and I have told you the pink stuff… I just like the taboo of that. It is turn on to be wearing pink girly things because, like the diapers, I am not supposed to be. I just don’t want you to think I am sissy.” I said. “Okay… you aren’t a sissy… and I don’t think of you as one. I think I understand. I did order some tights though… should I see if I can cancel the order. It is probably too late, but I can try.” “Uh… can I stop wearing the onesie? And… well… can I try the tights?” I looked down as I asked about the tights. “Sure. Next diaper change I will take the onesie off you. You like the skirt though, right?” I gave a slight nod of my head. “Okay… so can I still call you my Diaper Princess? And as long as it isn’t too babyish, except for the diapers obviously, and is pink, some girly things to wear are, okay?” She smiled. Again, I nodded my head yes. “Relax, this is supposed to be fun, and the diapers are suppose to help you feel less stressed right, or at least that is what you said when I first found you wearing them.” She got up from the couch and sat her empty wine glass on the coffee table. “Yes… it is.” I said looking up and forcing a smile. “How about we order pizza tonight, I got stuff at the grocery store for dinner but don’t feel like cooking. In fact, I think I am going to go take a bath. Can you order one to get here around seven?” Judy was walking out of the room as she spoke. “Uh sure. No problem.” I told her. She headed off to the bathroom and I went to my office. I was going over our conversation. I felt a little uneasy about parts of it but reminded myself that for the most part she had completely accepted, encouraged, and participated in it with me. All of that was way beyond anything I would have thought possible when I had put my first diaper on. I ordered the pizza just after seven and went to let Judy know. I started to knock on the door and heard a noise that I quickly realized was a moan. I stood there for a second absorbing the realization that Judy was masturbating in the bath tub. I listened as the moaning got louder and she called out what might have been a name, I wasn’t sure, possible one that had an A in it. She followed that by some more muffled words but I was pretty sure I heard her yell out big and cock. Moments later her moans got louder and at that point I was sure she orgasmed. I realized that my dick had gotten hard as I listened to her, I reached down and pushed the skirt up and grasped the front of my crotch. The onesie prevented me from being able to actually feel my diaper, another reason to not like it. I did realize that the diaper was pretty wet and again I wasn’t sure exactly when I had wet it. I waited a couple of minutes and lightly tapped on the door. When I did, I heard the water splash and a second later she told me I could come in. I slowly opened the door and poked my head in. Her cheeks looked flushed, and she had a strange look on her face. “I ordered the pizza, should be here in about thirty minutes, and I uh…” “You need a diaper change. Got it. I will be out in fifteen minutes, good until then?” She asked. “Yea… thanks.” I closed the door. When she got out of the tub, she quickly changed into a loose fitting t-shirt and some shorts and directed me to the kids room. Judy had removed the onesie and skirt and was cleaning my groin with a wipe. Between her touching me, seeing her braless boobs in the thin t-shirt, and seeing and hearing her in the bathtub, I was really turned on. My dick was completely hard. “Oh… I thought your babysitter took care of this earlier. How do you expect me to get this into a clean diaper? What caused this to happen?” She asked. “You did…” I said my breathing picking up as she ran the wipe over me again. “Me?” She leaned down and I could see her breasts swaying through the neck hole of her shirt. “Yes… uh… I heard you in the tub before I knocked and then I saw you laying in the water… you have amazing tits.” I said. I watched her eyes get big and her cheeks redden, and she heard me say I had heard her in the tub. Her eyes had gotten bigger and there was a touch of nervous look on her face. “Hmm… so you listened to me masturbating… could you hear all of it?” She asked, trying to sound calm. “No… mostly just heard your moans.” I said, choosing not to mention the other things I thought I had heard. “Oh… that was enough to get you worked up like this? And I am thinking that Janice has bigger boobs than I do… are you sure it wasn’t see her cleavage all day?” She wrapped the wipe around my dick. “Yes… I am sure… oh God…” Judy’s grip had tightened. “Well, I guess it is good that I can still get you going even when I am not peeing… huh.” She smiled at me, and her hand moved quicker. “Yes… definitely… fuck.” I told her. “I guess the babysitter didn’t get all my cute Diaper Princesses cum out earlier did she. Mommy is going to have to do that.” She took her hand off me and grabbed the front of the diaper and wrapped it around my dick. It wasn’t soaked but was wet enough I could feel some of the squishiness as she did it. “Oh Jesus… now.” I called out as I came in the diaper. I opened my eyes and Judy was smiling at me. I whispered a thank you and felt her open the front of the diaper and use a fresh wipe to clean me again. She tapped on my leg, and I lifted up and she pulled the wet diaper out from under and slipped a new one in it’s place. “Now we can get this little guy in the protection he needs. A pretty pink super girly diaper.” She laughed loudly as she tightly tapped the diaper in place. I found myself tensing up as she said little guy and a frown formed on my face. “You okay… I didn’t pinch you or anything did I?” She asked. “Uh… no… Um… am I… well you said it was little… is it small? You have never said that before but… well Jane said something and so did Janice.” I asked nervously. “Oh sweetie… I am sorry… I didn’t really mean it that way.” She told me as she handed me the Disney Princess sleep shirt. “Yea… but… am I… you didn’t really answer my question.” I looked at her. “You aren’t small… maybe just below average… both length and width. Although I haven’t really seen a lot of them, like in person, and I don’t think any guy is as big as the ones you see in porn.” She laughed a little nervously. “Compared to the guys you have seen though I am smaller, right?” My nervousness still evident. “Yea… but not a lot and it was only two guys. They guy I lost my virginity to at the end of high school and the guy I dated in college before you.” She said gently. I was absorbing what she said, and it didn’t make me feel a lot better. That must have shown on my face. “But even if you are a little small… your oral skills make up for any issues there, trust me.” She laughed and squeezed my groin through my diaper. “Yea… but do you wish…” The door rang and I was cut off. Judy jumped up to go pay for the pizza. I sensed she was glad that there was a reason for us to stop this discussion. I met her in the kitchen as she was taking out slices of the pizza and putting them out on plates. She also grabbed a couple beers from the fridge. “How was school today?” I asked between pizza bites. “Okay… kids behaved for the most part. It was PE day, so they spent some time with Matt. I think he either wears them out or scares them, but they always seem to behave after PE.” She laughed. “Interesting… is he scary… like does he look scary?” I asked as I realized that the name Matt had an A in it. “He is a good size man… tall, pretty big shoulders, definitely looks fit. And has a very deep masculine voice, maybe that is it.” She said quickly and took a gulp of her beer. “Yea… the voice makes sense… is he attractive… like his face?” I asked, watching her face. Her eyelids moved rapidly, and she looked down. “Uh… yea… I would say so. Most of the single teachers seem to think he is.” “Hmm… how about you… do you think he is attractive.” She hesitated a second but then blurted out. “Yea… I guess… yes… he is attractive.” I took a bite of my pizza and a big swig of beer while absorbing her comment. She changed the conversation to the weather and the upcoming weekend. I could tell she had gotten nervous about talking about him. I was pretty convinced that she had been thinking about him in the tub earlier. Her concern about the weather for the weekend was legitimate. She was supposed to be going to some festival or something with her sister on Saturday, but it looked like it was going to rain that day. I didn’t have anything planned but was going to surprise her by doing a pretty thorough cleaning while she was out. We finished eating and I took care of straightening up the kitchen as she got up and headed into the family room. I came out and found her sitting on the couch playing with her phone. “Hey… how is your diaper? Do you need a change?” She asked, looking up. “It is wet but okay… I will probably just wear it until bedtime and then take it off before I shower tonight.” I said. “Oh… you don’t want to sleep in one tonight?” She asked nonchalantly. “No… uh… maybe this weekend I will do that again.” I told her. “Remember tomorrow night we are having dinner with the Taylors so probably no diapers for you tomorrow unless you don’t care if they find out?” She raised an eyebrow. “And if you are planning on diapers on Saturday, we probably need to get a baby sitter since Judy and I are going to be gone pretty much all day.” “Yea… I wasn’t thinking that all the way through, I guess. I think it would be a little weird to ask Janice to do that again so soon.” I responded. “I don’t know… she seems pretty excited about babysitting you again. Can I trust you not to try and kiss her again?” She laughed. “Yes… I really am sorry I did that. Like really sorry.” I told her. “I was mostly teasing.” Judy said and turned her focus to the TV. Just after nine o’clock I got up and went into the shower. Because of the skirt Judy couldn’t see that my diaper was drenched. The last time I had wet it I was a little worried that it might leak as I was doing it. I undressed and climbed into the shower taking extra time to make sure my diaper areas were completely clean. When I was done, I put on my normal sleep clothes and took my wet diaper out to garage trash can. When I came back through Judy had gotten off the couch and was in our bathroom. I climbed in bed and joined me a little while after. We both spent some time reading before our yawning over took us and we turned off the lights and drifted off to sleep. The next morning felt like a completely normal morning. Since it was Friday, she didn’t bring lunch, so I just made coffee and a bagel for her we exchanged a fairly romantic kiss good bye. My work day went by quickly and Janice and I interacted at the team Zoom meeting like we always did. That included exchanging some texts during it. There had been no mention of what had happened the day before. I wondered if Judy had mentioned to her about babysitting me tomorrow although the weather was looking even less promising. Judy got home a little later than normal and had a few bags in her hand. I followed her towards the bedroom as we asked about each other’s day. She dropped the shopping bags on the bed and stepped into the bathroom, looking back over her shoulder and winking as she did. The door stayed open as she slid her pants and panties down and I stood and watched and listened as she peed. We headed out to dinner a couple hours later and enjoyed catching up with our old friends about what was going on in their lives and their kids’ lives. We had been in college with them, and a couple times a year we did this. I noticed Judy ordered a third refill of her wine glass and as she took a sip from it ran a hand up my thigh. When dinner ended, we headed to the car. I opened the door for Judy and went around and climbed into the driver’s seat. As I put the car into gear, I noticed that Judy had shoved a hand between her legs. She was wearing fairly short skirt, and it was bunched up above her arm. “God, I have to pee. It actually hurts.” She said through clenched teeth. “Why didn’t you go before we left?” I asked looking over at her. “Are you fucking kidding me? I didn’t go because I know seeing me like this turns you on pervert.” She said with a slight tone of anger. “Sorry… I should have known that was it.” I said, looking over at her as she squirmed in the seat. We came up to a traffic light and when it turned yellow, I slowed down, stopping just as I got to it as it turned red. “If you don’t run the next yellow light, I am pissing all over the seat of your car, do you understand? I am not sure if that is really a threat because you might like seeing that. Fuck… green light!” She exclaimed. I accelerated but kept looking at her out of the corner of my eye. She had lifted herself up a little. This was no act; she was really close to peeing her panties. My dick had started to swell right after she told me she had to pee. Seeing this had made it rock hard. “Did you lock the front door when we left?” She asked me when we turned into our neighborhood, we were about three minutes from home now. “I don’t think so.” I replied. “You don’t think, or you didn’t. I don’t have my keys, so you need to get out of the car as soon as it stops in the driveway and come with me. I say there is a better than average chance I pee on the porch anyways.” She said with obvious pain and discomfort. As I turned in the driveway, I hit the bump at the bottom. Judy gasped as I did, and I watched her eyes dart down. “Fuck… just peed a little in my panties, for real… that a turn on for you also pee perv?” She snarled. I put the car in park, then watched as she fumbled to release her seat belt. I released mine and I saw her bottom lip trembling. I ran to the door and opened it without using my key. Judy was right behind me and grabbed a hold off my arm as we entered the house. She pulled me into the bathroom as she lifted her skirt and pushed her panties down. Pee began to gush out of her before she was seated on the toilet. I kneeled down and as her ass checks made contact the seat she scooted forward and brought my head to her crotch. I stuck my tongue into the stream of her piss, feeling its warmth and tasting the slightly salty flavor of her urine. “Lick me… you better make me cum as a thank you for doing what I did.” She demanded. I immediately obeyed. My tongue enjoying the taste of the pee on her pussy. When it found her clit, I could tell it was already completely engorged and she totally turned on my what was going on. I ran my tongue over it. “Jesus… okay… it might be worth the pain and discomfort… God you can eat pussy.” She said excitedly. I sucked her clit between my lips and pressed my tongue hard against it barely moving. “Fuck me, cumming!” She exclaimed as my mouth was flooded with fluid. She used her hands to push my mouth away from her and leaned back against the top of the toilet seat. I saw her panties, still draped over one of her ankles. Without really thinking about it I reached down and pulled them off. They were wet so she really had peed in them when we hit the bump. “Seriously… you are that into piss?” She asked in a surprised tone as she watched me. I had brought her panties to my nose and was sniffing them. I was debating the idea of sucking on them. When she commented I immediately dropped my hand down and looked at her sheepishly. “Wash your face and meet me in the bed room… your turn to orgasm… although you did have two yesterday.” She laughed as she left the bathroom and headed to our bedroom. I followed her directions and found her sitting on the bed in just her bra. I was a deep purple with lots of lace and it pushed her boobs up making her cleavage look larger than normal. I climbed on the bed with her and with little effort on her part my pants and boxer briefs were down at my ankle, and she was climbing onto me to straddle me. Between her arousal, orgasm, and peeing she was very wet, and it took no effort for my dick to slide into her. It was less than five minutes later I filled her pussy with my cum. “Well, you owe me still, better get to work.” She laughed. She lifted up off my dick and then her knees were each side of my head as her pussy was lowered to my mouth. I saw my cum already starting to leak out of her and quickly licked and sucked it off and out of her. I then focused on her clit again. “Fuck me… you probably should have been born a girl and a lesbian because you are incredible with that fucking tongue.” She orgasmed again as she said the word tongue. She rolled off me and draped an arm across my chest and her breathing slowed down. I looked over at her and smiled. She returned the smile, but I as moved to kiss her she stopped me. “Wash your face and brush your teeth. You smell like cum, so I am sure you taste like it also.” Her smile grew as she said it. I followed her directions and then came back out and climbed onto the bed. I laid on my back and Judy scooted over and laid in the crook of my arm. In college we spent hours like this. Normally it would be after sex and would talk about anything and everything eventually we would have sex a second time and then fall asleep. Her phone vibrated on the night stand, and she picked it up. I saw her type something really quick before setting it back down. “Jane isn’t giving up on tomorrow yet and said she would reach out to me in the morning to decide for sure if we are going to go the festival.” She told me. “Last time I looked the weather wasn’t promising, sorry.” I responded. “Yea... but if we do go do you want me to reach out to Janice? I could text her in the morning.” She looked right at me as she asked. “I don’t know. It seems like a lot to ask her to come here again so soon.” I said trying not to sound too excited about her maybe changing my diapers again. “I could take you to her place… maybe not tomorrow but sometimes in the future. I would need to find a cute bag to use for your diaper bag. Something that could hold your diapers, wipes, and change of clothes. Oh… l love the idea of pink diaper bag for my cute Diaper Princess.” She was a little giddy as she talked. I was deciding how to respond to that. The reality was I liked the idea that I would have a diaper bag. I loved how much Judy seemed into it also. I just didn’t want her to know that for some reason. Her hand ran down my body and she lifted up on her other elbow and kissed me. “Oh… I think you like the idea of a diaper bag also don’t you Princess.” She said breaking our kiss as her one hand found my hard dick. Neither of us said anything, we just climbed under the sheets and the comforter and turned off the lights. I had rolled onto my side and Judy spooned in behind me pushing her breasts against my back as she wrapped her arm around me. We were both asleep minutes later.
  3. Chapter 10 I got up the next morning and followed my normal routine. After a quick stop in the bathroom to pee, wash my face, and brush my teeth I went to kitchen and got Judy’s stuff together for her and made her a bagel. She walked in to kitchen about fifteen minutes before she had to leave with a smile on her face. “Good Morning… I just realized I probably don’t tell you often enough how lucky I am. I bet not a lot of husbands make their wives coffee, breakfast, and pack a lunch for them every morning.” She said stopping to kiss me quickly. “I don’t think a lot of husbands have wives as awesome as the one that I have.” I said as we sat down. “Corny… but sweet…. Thank you. I will cook tonight, tacos, okay? We already have everything here and it will save me a trip to the store.” Judy asked. I told her that it was fine, and we finished eating in quiet. I cleared the table when she was done, and we said some quick good byes. As I headed to the shower, I was a little surprised that there had been no mention of my diapers, or me seeing Janice in person today, or about the idea of her babysitting me. I took my time getting ready and walked out to my car right before ten o’clock. Our meeting started at ten thirty and would be a working lunch. The good news was there wasn’t a lot for me to do at this meeting since it was mostly just quarterly updates by the managers of the various projects we were working on by them. I walked into the rented reception room and saw the large table in the center of the room. There was some AV equipment set up at one end, after grabbing some coffee from a side table, I found a seat with a good view. There were a couple of other members of the company there and I exchanged greetings with them. Janice walked in about ten minutes later. Our eyes met and she smiled at me, and I smiled back. I immediately felt my pulse increase as my nervousness grew. She walked over and put her stuff in the chair next to me and turned and walked away. She was wearing a tartan skirt with lavender tights under it and a white button-down long sleeve blouse. The skirt was short and tight, and you could see the ample curves of her ass and her thicker than average thighs as she was getting her coffee. When she suddenly turned around, she caught me staring at her backside and she just grinned. I tried to look away as she walked back to the table, but her bright red hair and blue eyes had me in almost trance. I finally was able to turn away right before she got back to the conference table. “Good Morning. Nice to see you in person instead of on a computer screen.” She said as she sat down. “Good Morning. Yes, it is. You look really nice this morning.” I responded. I was feeling my pulse quicken and my palms get damp. I had switched to saying nice instead of pretty at the last second. There was a definite tension between us, and I felt like she was the one with the upper hand in our in relationship as coworkers. “Thank you. It is a little weird having to put some thought into my whole outfit. Normally I just make sure I am happy with my top.” She laughed. “Well, it all looks good today.” I told her while stealing a glance at her cleavage. Her blouse was a little tight and I could just make out a hint of lace from what had to be a white bra under it. Her cheeks reddened a touch at my compliment, and when I looked back up into her eyes it was obvious, she knew I had been looking at her chest. I asked a stupid question about traffic in an effort to try and get things back to something that felt normal. Fortunately, Dan started the meeting not long after that. We took a break at noon after our box lunches were delivered. By now I felt that awkwardness between Janice and I had gone away, and it felt like a normal quarterly meeting. These normally wrapped up around two and I was hoping that would be the case. The last hour always seemed to be worthless. When it ended, I packed my stuff up and started to head out. Janice was walking with me, and we made some work-related small talk as we exited the building. When we got to the parking lot I started to head to my car. “Nice to see you today. Hope you have a great afternoon.” I said hoping to get away without having to talk about anything I told her recently. “Yea… you too.” Then she stepped next to me and smiled. “Really looking forward to seeing you tomorrow.” My heart stopped. Her tone made it sound like we were going to see each in person again tomorrow. I then realized that maybe she meant on video and because we talked about personal stuff on video that was why she was looking forward to it. “Uh… yea me too. Normal time right, around eleven. We don’t have a lot of proposals to review do we, should be over pretty quick.” I said nervously. “Your wife didn’t tell you?” She asked with confusion on her face. “Tell me what?” I asked although I thought I knew what was coming next. “She asked me to come over to… um… babysit you. She said I should be there around ten. I know you gave her my number, so I just thought you knew.” She said, almost whispering the word babysit. “She didn’t tell me… uh… are you sure that is good idea?” My mouth was dry, and I almost felt like a panic attack was going to overtake me. “Well, I am looking forward to it but if you don’t want me to… I won’t.” She said and I could hear the sincerity in her voice. “Honestly, I don’t know what I want, really. A part of me really likes the idea and another part thinks it is a really, really, bad idea. I don’t want to mess up our work relationship… plus… talking about it is one thing, actually showing it or seeing it is totally different.” I told her. “So, you are worried that actually seeing you in pretty pink girly diaper would change something… I already think you probably look adorable and cute.” She used just the touch of a baby voice as she spoke. I hated it but I could feel myself getting turned on as she spoke. She stepped a little closer. “And getting you all nice and clean after your diaper gets wet from you peeing in it, making sure it is on nice and tight… I want to make sure the Diaper Princess is comfortable and safe in her diaper.” She winked at me. “I guess… well… I guess it will be okay.” I said as I felt myself completely harden against my pants. She looked down at my crotch and my arousal must have been obvious in my khakis. “Yes… it will be okay, and I can tell you like the idea. I can’t wait to see you tomorrow.” She turned and headed off to her car. I watched as she turned and walked to her car. As I walked to mine, I couldn’t tell what emotion was stronger. The excitement about what was going to happen tomorrow or the almost overwhelming fear I felt about it. I drove home wondering why Judy was being so supportive of not only her participating in my diaper wearing but also others. While I hadn’t had sex with her sister, she had basically given me a hand job and made cum as she changed me. Would it be okay for Janice to do that? Would Janice want to do that. Judy had said she was doing it so I could have the experiences and the pleasure that came with it. I wondered though if she enjoyed knowing that with that pleasure came a great deal of humiliation. Granted that humiliation was part of the turn on but it was still humiliating. There is no way that her sister Jane or after tomorrow, my coworker Janice, would ever be able to forget what they had seen and what happened. I got home about an hour before Judy would be home. There was a pretty big box on the porch, and I saw it was addressed to my wife. We didn’t open each other’s mail, so I just put it inside the door. I went and quickly changed it to my typical lounging clothes. I decided to do a quick check of my work email and then took a seat on the couch with my iPad. I started back down the rabbit whole of adult diaper lovers on the internet looking at various sites and messages boards. I had looked up at the clock and realized that Judy was over an hour late getting home. I grabbed my phone to see if there were any missed texts or phone calls and saw none. I debated calling her, but we typically didn’t track each other down. Just as I decided that I would reach out to her if I didn’t hear something by five-thirty I heard her come into the house. About five minutes later she walked into the office. “Hey… how are you?” I asked, setting my iPad down. “Good. The kids weren’t too bad. Went and had coffee with Lisa and the new gym teacher afterwards.” She responded. “Oh… didn’t know you had a new gym teacher. Do you and Lisa like her? How is Lisa, haven’t heard you mention her lately.” I asked mostly just to make conversation and to delay her asking me about seeing Janice today. “She is okay… I think she is finally over her wife leaving her. Gay couple divorces are just as messy as straight couples it seems. And we do like the new gym teacher, he seems very nice.” It felt like she was trying to be overly nonchalant about telling me that the gym teacher was a man. “Oh… well I am glad she is doing okay and hopefully she is getting the divorce behind her and is ready to move forward. And the new gym teacher is a man, interesting.” I said raising an eyebrow. “So, how was your day? How did your meeting go?” She responded, adding a smile to her face. “It was okay… the same as pretty much all of those meetings go.” I told her nervously. “Yea… and Janice was there? Did you talk to her?” She grinned at me. “Yes, she was there, and we talked.” She smiled. “Did she tell you that she is babysitting tomorrow?” “Yes… didn’t you think you should tell me that and that I should have agreed to it?” I said tersely. “I told you I was going to ask her, and you gave me her number, so you knew I was reaching out to her.” She quickly replied in a harsh tone. “I didn’t know you were going to immediately reach out to her.” I said, defensively. “Whatever, I know you are excited about her changing your diapers. I bet you are getting hard just thinking about it. Speaking of diapers, was there anything on the porch when you came home?” She had dismissively waived her hand about the Janice part. “Yes, a box addressed to you. I set it in the foyer and didn’t open it.” I told her a little shocked at her comment about Janice. She jumped up from the couch and came back a few minutes later with the box and sat it on the couch. I sat and watched her walk over to the desk and pull some scissors out of one of the drawers. She used them to cut the tape and open the box. She pulled out two bags of the Rearz Pink Princess diapers and a pack of wipes, smiling at me as she did. “Oh… these are so adorable… they match the diapers perfectly.” She held up what looked like a shirt in one hand and possibly a skirt in the other hand. The print on them was the exact same as the print on the diapers. My eyes must have widened as I looked at them. I noticed the shirt had ruffles around the arms and the neck and it looked like it had a snap crotch, it was basically a onesies. “Do you like them? Want to try them on? I will diaper you so we can see how they fit with a diaper on. Probably not much of a reason to wear them when you aren’t wearing a diaper.” She smiled at me. “I uh… um… I am not really interested in the baby stuff or baby clothing… it really is just the diapers that I like.” I said, trying not to upset her. “Yea… but skirt isn’t really baby clothes, but it is cute as hell, and you really like the girly diapers… and I thought the onesie would be practical and help with keeping your diaper from sagging when it is really wet.” She responded a little sadness in her voice. “And you did like nursing on me, that is kind of a baby thing.” “I did… but… not in a baby way… or at least I don’t think so…” I said not completely sure of myself suddenly. “And the girly stuff… I told you… I don’t know why that… well gets me going except… well it does.” “I have seen pics of Janice… she has big boobs… and big hips to go with them. If you think for a second, I am going to believe you haven’t thought about nursing on them you are kidding yourself. Plus, I saw how you were looking at Jane’s when she changed your diaper.” Judy said. “I am not going to say I don’t notice women’s tits that would be a total lie… what I am saying is the baby stuff and girly stuff aren’t really my thing.” I protested. “Hmm… I wonder if my girly Diaper Princess protests to much but… well this is your thing, so I won’t force them on you. But I think you will enjoy wearing them both. You did change into pink Disney Princess shirt on your own a couple days ago, didn’t you.” She gave me a sly grin. I slowly nodded my head yes while I thought about what she was saying. I looked back at the onesie and the skirt laying on the couch and had to admit a part of me wondered how they would feel on me and how I would look. I just wasn’t ready to admit that to Judy. “Shit, I need to go get started on dinner. We can talk about this later.” She stood up and grabbed the box leaving the rest of the stuff. I assumed she was taking it to the recycling can in the garage. After she left I looked again at the shirt and skirt and knew I did want to eventually try them on. I wasn’t really sure though why I was drawn to them, maybe it was just because they reminded me of the diapers I liked so much. Judy and I didn’t talk much during dinner, or during the clean up afterwards. When we settled into the family room to watch a movie on Netflix, I noticed that she was focused way more on her phone than on the TV. I wanted to ask her who she was texting, but I knew that she wouldn’t be happy with that question. When the movie ended, I got up and headed to bed. I went over and gave Judy a quick kiss and she told me she would be up in a little while. I decided to take a shower and had just put my sleeping clothes on when she came into the bedroom. She grabbed her sleep shirt and walked into the shower as I was climbing into bed. When she went into the bathroom, she only closed the door halfway and I could hear her peeing. I knew that had been on purpose and as I got turned on, I wondered if that was her way of letting me know she was interested in sex tonight. I reached into my shorts and was lightly pulling on my dick to keep it hard as I listened to her wash her face and brush her teeth. She smiled as she came out and climbed into bed before rolling over and turning the light out that was on the night stand. I moved over slid up against her, making sure she could feel my hard dick pressed against her ass. I pushed some of her hair to the side and kissed her neck. “Uh Sweetie… I… um… I am sorry but… I don’t think that is a good idea tonight. First, I am not really in the mood but second… I think… well maybe it would be better if you are a little more… worked up, tomorrow when Janice is here, if you get off tonight you might not be.” She said as she rolled on her back. “So… you want me and Janice to… hook up?” I asked surprised. “Hook up… no… you aren’t in college anymore…” She laughed. “But I thought you might want a special treat when she changes your diaper.” She had accented the word treat so I was assuming she meant that it would be okay for Janice to give me a hand job in my diaper. Thinking about that didn’t help slow down the arousal that had started when I had listened to her pee. Because she had rebuffed me, I slowly slid back over to my side of the bed. “Good night. Hope you sleep well.” I said as I rolled onto my side with my back to her. “Oh… don’t pout… I am sorry I left the door open a little while I pissed. I thought I was doing something nice for you. I also think you will thank me tomorrow for making sure you are a little extra ready to go.” She said with a forced laugh accenting the word go. “I am not pouting.” I said without a lot of conviction. “You are… but I don’t want to fight… good night, Honey… I love you.” She replied. “Love you too.” I woke up the next morning and realized that Judy was already out of bed. I looked at the clock and saw it was just after six thirty, so she was up a little early. I could hear her in the bathroom, so I got out of bed and headed to the guest bathroom to pee. When I came back, I tapped the bathroom door lightly and she opened it. “Good Morning.” She said as she went back to doing her makeup. “Morning. Just need to brush my teeth and wash my face.” I told her. I did both of those and slipped out and went to the kitchen and started the coffee and got her lunch together. I made some English Muffins and sat them on the table. I was sitting there when Judy walked in. She went straight to the fridge and pulled a liter water bottle out and sat it next to me. “I want you to start drinking that right now. It needs to be finished by eight thirty and you are going to send me a text of it empty on your desk.” She said with authority. “Uh… okay.” I responded with a little confusion in my voice. “Just want you to need a change when the babysitter gets here.” She winked at me. Since I had woken up, I had felt my nervousness grow as I thought about the plans for today. I was a little excited about Janice coming here and changing my diaper and possibly giving me a hand job while doing it. I also was super nervous about being seen in a wet diaper by her. She finished her breakfast and stood up. “Okay… let’s get you changed. Come on.” I watched her walk out of the kitchen and followed her. We went into the kids’ room, and she pointed at my niece’s bed as she went and got my wipes, a diaper, and my princess sleep shirt out of the closet. I was laying on the bed when she returned and quickly pulled my gym shorts off me. She fluffed the diaper and tapped my thigh which resulted in my pushing on my heels and lifting my butt up. Judy slid the diaper under me and positioned it as I lowered my butt onto it. Before pulling the front up and tightly taping it in place she quickly ran a wipe over my groin. I felt an immediate sense of satisfaction, comfort, and arousal as she did that. She gave my penis a gentle squeeze through the diaper as she stood up and smiled. “Got that on pretty tight. Your babysitter won’t be here until around ten so you will almost certainly be wet by then. Don’t want it to leak. I told her I would leave the front door unlocked and she could just come on in.” She indicated I should sit up and she pulled my t-shirt off me and replaced it with the pink sleep shirt. I sat up as she did that. “My Diaper Princess is so pretty in pink.” She smiled looking down at me. “I need to get going on or I am going to be late to work.” I stood up and gave her a quick kiss and followed her out of the room to the kitchen. For some reason the crinkling of my diaper sounded way louder than normal as I walked with her. She looked down at me and back up at me at one point and giggled. In the kitchen Judy grabbed her lunch and Yeti full of coffee after swinging the strap of her work bag over her shoulder. I felt the butterflies growing as we said good bye and she headed into the garage. I grabbed the water bottle from the table and started to chug it. I had already finished a large cup of coffee. At eight thirty I sent a picture of the empty water bottle to Judy, and she just sent back a smiling emoji. Almost right after I sent it, I wet my diaper for the first time. It had been a couple days since the last time I had wet a diaper, so it had taken a little effort to start peeing. I finished another cup of coffee and started on a second bottle of water as I went through my work emails. I was also checking the clock at what seemed like five-minute intervals. I still wasn’t sure if I was going to be excited when ten o’clock got here or dread it. Right before ten I wet my diaper for the second time. This time I held my crotch as I did it and enjoyed the feel of my diaper swelling. I knew when I was done that it would very obvious that my diaper was wet. I stood up to see if it was sagging and it wasn’t. Right as I sat down, I thought I heard a noise out in the house. I got up and walked slowly into the hall. I had just turned the corner into the family room when I saw Janice standing there. She looked nervous when she saw me, and I watched as her eyes took in my appearance. “Uh… Hi…” I forced it out somehow. “Hi… you look… adorable… I love that shirt. The Disney Princesses are my favorite.” She said happily. I felt my face redden as I took in what she was wearing. She had on a pair of purple leggings and a white spaghetti strap shirt. Her boobs seemed to be almost spilling out of the shirt and plenty of cleavage was evident. The leggings were very tight, and I was hoping to get to get a good view of her butt in them. “Thanks… you look… well you look good.” I said nervously. “I was told I should wear something a teenage babysitter would wear and that preferably showed off my curves. Hope this works.” She giggled. “I have no idea what a teenage babysitter would wear but it shows your curves.” I actually smiled as I told her that. I told her to follow me, and we headed towards the office. I went over and grabbed a chair and brought it over next to mine. “Wow… those diapers are just so cute…. And very thick… although it looks like someone is very wet maybe we should change you before we get started, what do you think?” She raised an eyebrow. I knew my diaper would take another wetting, but I really wanted her to change me or maybe I wanted to get it over with. I could feel my cheeks redden each time she said diaper. I also knew that changing me meant I would basically be naked in front of her, plus there was a good chance I would be turned on and that would be obvious. She saw that Judy had left the diapers and wipes lying on the couch, along with the outfit she had gotten me. I watched her stepping in that direction and realized her question had been rhetorical and that she was planning on changing me right now. I felt my heart rate pick up. “Uh… do you normally get changed on the couch or on the floor?” Janice had grabbed a diaper and a wipe. “Uh the floor.” I told. “Okay… than lay down, please.” She smiled at me. I hesitated and for a brief second thought about refusing to go through with this. My desire to make Judy made along with thinking about this ending in hand job from Janice won out. I forced myself to not think about the embarrassment I was feeling and I lowered myself to the floor. Once I laid back, Janice kneeled down between my legs. The tension in the room got even thicker. She sat the new diaper and wipes off to the side and after a quick glance at me she smiled and her hand started to pull the tapes open. I could feel my arousal starting. She tore all the tapes off and then grabbed a couple of wipes before pulling the front of my diaper away. “Oh yes… someone had a very wet diaper… not sure it would have been able to take another wetting.” She used the baby voice tone. I felt the wipe being run over my inner thighs and then above my penis. I was rapidly beginning to stiffen. When she ran the wipe over my balls I gasped and looked up to see a smile before she bit her lip. She then wrapped the wipe around my dick and slowly stroked it. This time I moaned out loud and saw her eyes widen some. “Just making sure my little Diaper Princess is all clean before putting on new fresh diaper on her. She looks so adorable and girly in pink diaper and princess shirt.” Janice was using a full baby voice now and she continued to stroke me with the wipe. Between her hand, what she was saying, and her leaning forward so I could clearly see her boobs swaying, I could feel an orgasm starting to build. I started to breath faster and even lifted my hips a little in an unconscious effort to fuck her hand. I felt my balls tighten and knew I was going to cum soon. “Okay… well you are all clean now. Not sure how we are going to get that tucked into your fresh diaper. Luckily it isn’t real big so it shouldn’t be too much of a problem. Let me just lay this here in case you pee pee. Do you have any coffee? I can go get a cup and hopefully that will settle down by the time I get back.” Janice said as she stood up. Her yoga pants looked painted on her amble and curvy ass as she walked out of the room which didn’t help with the arousal I was feeling. Her comment though about the size of dick though did cause my arousal to wane some. Jane had made a similar comment that I was small when she changed me. Judy had never said anything, and I knew statistically I was right about average length. I was also shocked that had stopped right before I was going to cum and wondered if she had purposefully edged me and knew I was getting ready to shoot my load. I could hear her in the kitchen and then the sound stopped. I don’t know exactly how long she was gone but when she came back, I had softened some. She sat the coffee cup on the desk and then kneeled down between my legs and lifted the front of the diaper again. “Not completely soft but enough we can tuck it down no problem.” She said as pushed my penis down into the front of the diaper and quickly taped it in place. “Sorry for leaving you alone but decided I need to pee myself really quick while I was getting the coffee. I would have told you I was going to do that, but Judy said that I needed to be careful doing that here since girls peeing gets you going also.” She winked as she finished. “Uh… yea.” Was all I could respond as I wondered what Judy had told her exactly. I got up and we moved over to my computer. For the next hour plus we acted like it was completely normal that she had just changed my diaper and I was sitting next to her wearing diaper and pink sleep shirt as we worked. We also each got another cup of coffee and I continued to drink water. Eventually my bladder was full again and I began to squirm a little. “You are doing a bit of pee pee dance aren’t you princess. You are wearing a diaper just go ahead and go.” She turned and smiled a genuine smile at me. It took a second, but I was able to release my bladder and began to wet my diaper. I heard Janice giggle a little. “Uh… does it feel good when you are doing that? Like what does it feel like?” She asked. “It does… at least to me… uh… the second time I wet it feels better… you can really feel the diaper swell up and the warm wetness spread through out your groin.” I told her. “So that is the turn on from wearing them? or from feeling that?” “Both really. It is a lot of things… it is the taboo, it is more than a little embarrassing, I don’t know… exactly what it is but… well it is definitely a turn on.” I said my voice loosing confidence as I spoke. “That is for sure… you were very hard earlier and so ready to cum. Sorry for stopping but… well I love when I get to the edge and then get denied. I wasn’t sure if you would like that also.” She grinned. “Uh… I did like it but… well… uh… next change can you… well you know….” I said nervously. “Can I get all your cummies out… We will see… maybe… but that diaper isn’t wet enough to be changed yet is it, Princess.” She laughed. I reached for the new water bottle I had gotten when I went to get more coffee and took a big swig from it before smiling at Janice. We went back to focusing on our work and right as we were finishing, I started to wet my diaper again. It quickly swelled between my legs, and I saw that Janice was watching as it did. When I stopped, she reached down and grasped my crotch. “Hmm… pretty wet but not soaked. I was told you really like it when you drench them. How about we get some lunch and maybe by then it will be time to change you.” She got up and walked into the kitchen. I was surprised as I watched her get out the stuff to make peanut butter and jelly sandwiches and chips. She made the sandwiches and set them on the table. “Your mommy… is that what you call her when you are diapered? Or wife… I am not sure… I know she said that she calls your sister-in-law and now me, I guess, your babysitters… anyways she said you like peanut butter and jelly sandwiches even when you aren’t wearing a diaper.” Janice said with a quick laugh. As we ate, I continued to drink water. We talked a little about some of the people at work, mostly gossip, during our lunch. It felt weird to talk about work knowing how I was dressed. I was also honestly anxiously waiting for my next diaper change and having her hopefully jerk me off into my diaper. We finished eating and she cleaned the kitchen. My bladder was full again and I wet my diaper again. She turned around and I watched a smile form on her face as she figured out what I was doing. When the kitchen was done, she told me to follow her. When we stepped out of the kitchen she suddenly stopped. “Wait here, I need to pee first.” She said and moved towards the bathroom. When she got to the bathroom door she turned and looked at me and then gave me a smile as she stepped inside. I was surprised that the door didn’t close and a few seconds later I heard the sound of her pee hitting the toilet bowl. I fought the urge to walk towards the bathroom in the hopes of getting to watch her pee. I heard the toilet flush and the sound of the sink and watched her come out with sly look on her face. “Thought I would give you a little treat. Not sure you should tell your wife I let you listen to that.” I just nodded my head up and down to indicate I agreed with her. She walked past me stopping to grab the front of my very soaked diaper. She smiled when she could tell I was already aroused from listening to her pee seconds ago. “Okay… lets get you changed before that thing leaks. I don’t know if your… mommy… will ask me to babysit you again if that happened.” She laughed grabbing my hand and leading me back to the office. My eyes were focused on her ass as we walked down the hall. She looked back and caught me and winked. As we stepped into the room, she dropped my hand and walked over and grabbed a clean diaper and the wipes. When she turned around her face and eyes indicated I needed to lie down on the floor, so I did. When she got to me, I was on my back, my sleeping shirt pushed up under me and my knees drawn up. “Wow that thing has a lot of pee in it. I am going to have really clean you off aren’t I.” She said setting the clean diaper to the side and grabbing so wipes out of the package. “You just look so cute laying there in your diaper.” She leaned down and squeezed my almost completely hard dick. I looked up at her and saw a genuine smile on her face along with her beautiful blue eyes. My eyes then moved to her boobs almost hoping they would spill out of her top. “I used to catch you checking out my tits at the in-person meetings. You are actually more discreet than most people, but you still did it.” Her eyes left my face and moved to my diaper. She undid the tapes and as she did that my hard penis pushed the front of diaper up as it moved from its trapped downward position. It was now completely hard and pointing up toward my chest. Janice grabbed the front of my diaper and wrapped it around my dick and gave it a few strokes causing me to groan. “Need to get my girly diaper wearer all clean now. Plus have to do something with this thing, sure I won’t be able to get pretty pink diaper on you with it like that will I.” She started with the baby voice. She pulled the front back and took a wipe and ran it over my dick and then down to my balls. I realized that it wasn’t going to take much to get me to cum. When she started to clean my thighs and under my balls, I attempted to move my dick to her hand by lifting my hips. “Don’t worry Princess. I am going to take care of that… I promise, just don’t want you to get a rash. I need to clean all the pee pee off you first, right sweetie.” She smiled at me. She brought the wipe back to my dick and instead of jerking it she legitimately cleaned it all over. Her touch was light and my desire to shoot my load was building but I needed more friction than what was happening now. She laid the wipe flat on my upper groin and cleaned there. “Almost done and then we can get your cummies out.” She said as she sat the dirty wipe on my stomach. When she took my dick in her hand without the wipe I almost orgasmed right away. Her hand wrapped it and felt soft and warm. She slowly and gently moved her hand up and down and my balls quickly tightened again. “Oh… so good… thank you...” I moaned. “It fits perfectly in my palm doesn’t it. It is the perfect size for a Diaper Princess like you. You like your babysitter getting you nice and clean… do you want to shoot it all over your tummy and my hand or into your diaper… tell me what you want my girly Diaper Princess.” Janice said in a ragged voice. “In… In my diaper… please in my diaper.” I said frantically. I looked up at her and I saw that her other hand was pressed up between her legs and she was moving it back and forth. The pressure in my balls grew and I knew I was seconds away from my cum blasting out of me. She let go of my dick and grabbed the front of the diaper and wrapped it around my dick. I felt the squish of the soaked diaper and two strokes later cried out and as an incredibly powerful orgasm erupted out of my dick, the cum going into the diaper. “There you go my sweet Princess… that feels good getting it all out into your pretty pink diaper doesn’t it. Mixing your cum in it with all the pee from wetting it before. Good thing you are wearing a diaper so you didn’t make a mess.” Her baby talk was thick now. “Uh… please stop… that was amazing but sensitive now.” I said. She laughed and laid the diaper front down and removed her hand. She continued to kneel between my legs and eventually reached for some more clean wipes and pulled the front away again. “Guess I need to clean this again. Not as much fun when it is all cute and soft, although it will be easier to get your new diaper on you.” She laughed. She quickly and efficiently cleaned me this time and then pulled the used diaper out from under me and put the new one in place. She situated my penis and then tightly taped the front. As I sat up you could hear the crinkling and she smiled at that. “So… I think you should put your knew things on. I bet your mommy… uh… I bet Judy would like it if you were wearing that when she got home. What do you think?” She asked me. I knew she would, but I still wasn’t sure about the onesie. It just seemed a little too babyish. I kind of liked the skirt I realized. “Uh… could I just wear the skirt with this shirt?” I asked. “I don’t know… I think that your princesses would clash, Disney on the shirt and a baby princess on the diaper. Plus, the onesie will help hold the diaper in place until she gets home.” She had picked it up and brought it over. I just nodded and before I realized it Judy was pulling my sleep shirt off and sliding the onesie over my head. She motioned for me to stand up and when she snapped the crotch up, I could feel my diaper press against me, and I liked that. “That is cute, but it does cover your diaper which is kind of a shame since they are just adorable. I love seeing them on you and how thick they are.” She grabbed the skirt and brought it over and kneeled down, after I stepped into it she pulled it up into place. She smiled at me then stepped back. “Will you do a little twirl for me. That skirt is so adorable.” She asked. I reluctantly spun around for her and watched her smile widen as I did it. “What would look great with that is some pink tights, with a ruffle butt. Do they make those in our size? I am sure they do you aren’t the only diaper loving sissy out there. They would hold the diaper up but you would still be able to see it through the tights.” She giggled. I was caught off guard a little by her sissy comment. Was I really a sissy? I didn’t think so. I just liked the pink because it was more embarrassing, right? It added to the embarrassment that I wore and wet my diapers. I was sure I didn’t want to be a girl so that had to be it. I was curious about the tights though I realized. Something must have shown on my face. “What is the matter? Did I say something wrong? I am sorry.” Janice asked a little panicked. “No… It well… was just… well I don’t think I am sissy.” I blurted out. “Oh… I am sorry. I won’t call you that again… You will just keep being my Pretty in Pink Diaper Princess, okay?” She smiled at me. “Yes.” I responded. Janice stepped forward and hugged me. We actually squeezed against each other. When it ended, we were still close together and my emotions quickly built and I leaned forward to try and kiss her. She quickly stepped back. “Uh… we can’t do that… sorry. I am sure you wife would be very unhappy about that.” She said in a strict tone. “Sorry… you are right. You… well… it has just been a great day and I was feeling… I guess things.” I said completely embarrassed and shocked that I had tried to do that. “I know… I feel them too, but it is a heat of the moment thing. I probably should get going anyways. You have a nice clean diaper on and should be good until your… until your wife gets home.” She leaned down and picked up my wet diaper and put the wipes in it and gently rolled it up. The diaper from earlier was on the couch and she picked it up also. “Uh… where do these go?” She asked like it was a normal question. “The garage trash. I will take them.” I told her. She handed them to me, and I walked with her to the front door. When we got there, she started to open it and I stepped off to the side. A knowing look came over her face as she realized I didn’t want anyone to see me. “I hope we can do this again sometime.” She said before leaning over and kissing my cheek. She cracked open the door and slid out. I heard the door latch and stood there for a minute. I was trying to absorb everything that had happened today. I was also wondering what I was going to tell Judy about today when she got home. Should I be totally honest about how much I enjoyed it and that I wanted Janice to babysit me again.
  4. Chapter 9 I woke up the next morning and heard Judy lightly snoring next to me. It brought an immediate smile, and I raised up a little to look at her sleeping. I was reminded that I had married a beautiful woman and even with her hair strewn all over her pillow she looked amazing. My next thought went to my need to pee. I had to force myself not to just let my bladder release and had almost spurted some pee into my shorts. I quickly slipped out of bed and into the bathroom where I peed, washed my face, and brushed my teeth. When I was done, I quietly left the room and headed towards the kitchen. When Judy made her way into the kitchen about an hour later, I had some English Muffins ready and waiting for her, along with coffee. I had also packed her lunch. She came in and walked over and gave me a quick kiss and then sat down. “Good Morning. Thanks for this. Did you sleep well?” She asked before taking a bite. “Good Morning. I did. Best part though was waking up next to you.” I said and smiled. “It was… huh… you are sweet. What are your plans for today? Do you have a lot of work to do?” She responded. “I have a QA and progress review to complete on one of our projects. Plus going to the grocery store. Do you need anything?” “Will you be working with Janice on that? And no… I am good. You are making dinner tonight, right?” She asked, finishing her breakfast and standing up. “Uh… yea. Just a quick video meeting to see if our reviews line up and make sure we don’t have any discrepancies. And yes, on dinner… thinking meatloaf is that okay.” I responded trying not to sound nervous about responding to her Janice question. “Are you nervous about talking to her now that she… knows… about your diapers.” She looked back at me as she filled her Yeti cup with coffee. “No… I was before but she has been good about it, and we have worked on a couple things since she has known.” I said quickly. “Hmm… are you turned on when you are telling her about wearing diapers and wetting them?” She raised an eyebrow at me. I took a deep breath. “Maybe… a little… I am not sure. I honestly was nervous about it. I told her I didn’t want to talk too much about it because I hadn’t told you that she knew. It felt like… I don’t it just didn’t feel right… like I was sharing a secret you and I shared.” I saw a little surprise show on her face as I said that and a smile. I also felt my pulse racing. “Really? Well, I appreciate that… you have my permission to share with her anything you want about your diapers and fetishes.” She stepped over and kissed me then reached into the fridge. “I will probably drink this late in the day, not long before I head home, just so you know.” She held up a liter bottle of water and winked. I watched her put that and her lunch in the large bag she used to take her things to work. She then grabbed her coffee and slung the bag on her shoulder and headed to the door to the garage. I was still running through everything she had just said in the last couple of minutes. “Bye Honey… see you later, thanks for breakfast and getting my lunch together. Love you.” Judy said as she opened the door. “Uh… love you too.” I blurted out. I thought I heard her chuckle as the door closed behind her. I cleaned the kitchen in a slight daze wondering why she was being so accepting and encouraging about Janice knowing about my diapers and at the same time I was turned on and excited about Judy teasing me about her drinking lots of fluids late in the day. Yesterday she had mentioned that I might get to go down on her after she peed today, and I was sure she was teasing me about that. I cleaned the kitchen and went and started some laundry before eventually making my way into the office. After a quick review of my emails, I started the quality assurance review of one of our projects. Around nine o’clock I felt an urge to pee and headed to the bathroom. I had missed wearing a diaper this morning and as I stood and peed in the toilet, I really missed wearing one. At ten o’clock I got a text from Janice apologizing and saying she wouldn’t be ready for our Zoom meeting until about eleven thirty which was thirty minutes after our tentative time. I had been looking forward to chatting with her and was disappointed that I would have to wait just a little longer. When her face popped up on my computer screen when the meeting started, I eagerly said hello and she apologized for being late. I noticed, that like normal, her shirt showed her ample cleavage. We both quickly decided that everything was going really well with this project and that there was just a slight concern that we were right on the timeline for completion and that any delay would make us overdue. Once that was done there was a slight awkward silence that she finally broke. “So… uh… are your wearing… a you know…” I laughed a little at how uncomfortable she was as she asked before responding. “A diaper… no I am not. Uh Judy and I agreed that I wouldn’t be allowed to change my own diapers. Since she has to work today and I don’t have a babysitter to change me, no diapers for me today.” Before I responded, I had laughed a little before at how uncomfortable she was as she asked the question because I should have been the one that was super uncomfortable in this situation. I also tried to be funny with the babysitter comment. “Wait, what? A babysitter? You have a babysitter… so someone besides Judy has diapered you? Wow… this gets even more fascinating and interesting.” She quickly blurted out with a quick chuckle. I realized that I had kind of screwed up and started to think about how I was going to reply to that. Should I be honest and tell her. Judy had told me it was okay to tell her everything. I realized that my dick had stiffened during this conversation. “Uh… her sister.” I responded. “Wow… and Judy was okay with that? Did you like it? Um… was it a turn on?” Her face reddened as she spoke. “It was Judy’s idea. Yes… umm… I like wearing and using the diapers, but I also like… or a part of the turn on is the embarrassment of being seen or I guess even just being exposed and people finding out I wear and use diapers, especially pink girly ones.” I said my voice getting a little quiet. I could tell that Janice was thinking about her response. “Hmm… interesting. Is it people finding out or women finding out? And them being pink and girly is part of it?” I hadn’t thought a lot about that but quickly realized it was women. “Women… I guess. Never really thought about men and I wouldn’t want a man to diaper me. And yes, the girly and pink is part of the turn on.” I said quickly. “So… does it turn you on that… well… that I know about it?” She asked hesitantly. “Yes... I hope that is okay. It is also… comforting though that you know, and I can talk to you about it but… it is turn on.” I told her nervously. I watched as a big smile came across her face. “Honestly… it is turn on to me to talk to you about it and hear about your secret. I would love to see you in a diaper, and I think I would like to change you… I think that might be hot.” “Really?” I said a little shocked. “Yes… um… do you… well do you and Judy have sex while you are wearing them?” This was getting really personal, but I was also really turned on talking to her about it and was getting ready to respond when she quickly said. “Oh… sorry… I probably shouldn’t have asked that… I just… well as I have said I am fascinated by this, and my voyeur kink has me imagining you in a diaper and what happens when you wear it. Honestly, I am pretty worked up right now.” She winked when she finished talking. “I am honestly pretty worked up also right now. My embarrassment kink of telling you about it has me going. We don’t have sex when I am wearing one but… she… well… as part of changing me she…” I couldn’t get myself to say it. “She gets you off. Like she jerks you off in your diaper?” Janice interjected. “Uh… yea.” I forced a grin. “That is really hot. Uh… I need to get going… I might need to change my panties now before meeting a friend for lunch. Again, I promise all of this is safe with me and I won’t tell anyone. I will see you tomorrow at the in person meeting.” She said with a big smile. “Okay. See you tomorrow.” I responded deciding not to mention her comments about her panties. We both clicked end and I sat staring at my computer screen. I was a little shocked that we had just had that conversation. Plus, I was already starting to worry what would happen when I saw her in person tomorrow and how embarrassing that would be. Somehow talking about this via text or even virtually seemed safer than being face to face with the person. I ate a quick lunch before heading to the grocery store and doing some shopping. I added a couple of other errands on my way home. I had lost track of time and was just finishing putting things away when I heard the garage door opening and Judy’s car pulling in. The engine shut off and I heard her car door slam followed quickly by the door from the garage opening and Judy racing through it. “Oh, thank God I didn’t have to go find you. Might have peed my pants even more if had to go looking for you.” She said as she grabbed my arm and raced towards the bathroom. I let her pull me behind her and felt my arousal already beginning. Not only was I going to get to see her pee again and lick her afterwards, I was getting to see her desperately needing to go which turned me on also. I was surprised that she went past the foyer bathroom and down the hall to the master bathroom. She was still holding my arm with one hand, but she had shoved her other hand between her legs. As we walked into the bedroom, she moved her hands to pull her shirt off and over her head. It was long and had fallen to her upper thighs, covering the curve her ass and her crotch. She was wearing tight lavender leggings and hadn’t wanted them to be easily visible. Her statement about possibly wetting her pants even more was evident when I saw a small dark patch as she turned around and started to push the leggings down her thighs. “Fuck help me get these things off before I pee all over the floor.” She screamed. I dropped down and pulled them down to her ankles. As soon as one of her feet was free, she squatted down to sit on the toilet seat, starting to pee as she did. I watched as her piss gushed out from between her legs, some of it splashing off the front of the toilet bowl and onto her thighs and my shirt. She scooted back as she continued to pee but when I moved my face closer, she moved forward again. Her pee stopped and I stuck my tongue out to lick her lips. Right as my head moved forward more pee spurted out and landed on my tongue and chin. It was still warm, almost hot, as it hit my tongue and I could taste it, I was disappointed that it stopped. “Opps… sorry although I don’t think you minded that did you perv.” She said. Before I could answer she forced out another spurt and the same thing happened. I was crazy with lust right now and I moved my hands to the top of her ass as I pulled her to me and attacked her pussy with my tongue. I noticed immediately that her clit was extremely swollen, and I realized that she was as turned on as I was. My tongue and lips focused on her clit, and I felt her hands grasp my head. “Oh God, Oh God… Yes… Yes… Yes…” She cried out as she orgasmed. She pushed my head away as she did that so I began to lick the pee off her inner thighs and when I was done with that, she guided my head back between her legs and this time I gently licked her lips, and clit, and then ran my tongue as deep into her as I could. I could hear her breathing quickening again and knew she was building to another orgasm. “Jesus you so good at this. Lick my pissy pussy… God you are a pervert, but I am so lucky that you are.” She said and I felt her pull on my head again. I continued to lick her because she told me too but once I could tell she was on the edge I moved my lips back to her clit and sucked it gently between them. I snaked two fingers into her and then used the tip of my tongue to put pressure on her clit. “Oh fuck… my second one…. Fuck…” This time my chin was flooded with liquid from her orgasm. I didn’t wait for her to push my head back; I pulled back and began to gently kiss her inner thighs and run my hands over them. I could tell that Judy had laid back against the top of the toilet, breathing hard. After a minute she sat forward again, and I looked up to see her smiling at me. “Thank you… that was fucking incredible.” She told me. I leaned back and she stood up. I wanted to kiss her, but I knew that since her pee had been all over my lips and chin that wouldn’t happen. She reached for my shorts and began to push them down my thighs. “Lay down and take them off.” She directed. I pushed my shorts down and followed her direction. My dick was rock hard as I laid on the bathroom floor. It was cold on my butt, and I was glad that she had told me to remove my shirt. I looked up and watched as she wet a hand towel at the sink and stepped over to where I was on the floor. Her feet were on either side of my hips and she squatted down, her pussy was now on top of my cock and I could feel her wetness. She leaned forward and used the wash cloth to clean my face, when she was done, she sat it to the side and bent down and kissed me. The kiss started gentle but grew passionate and as it did, I felt her pussy slid up my dick. She squirmed a little and then I slid into her, as I did, she began to kiss me hard. She was warm and wet and as she rocked up and down, I knew I was going to cum soon. “God… Judy… you feel so amazing. Jesus. Going to cum soon. Sorry…” I said. “It is okay… my little perv got all worked up watching me pee and then licking it all up… did you like it when I peed on your tongue.” She said huskily. “Fuck.” Was all I could say as her words put me over the edge and I filled her pussy with my cum. She started to kiss me again and when my orgasm ended, she laid her chest against me and pulled our bodies together. She then sat up and smiled at me. “Do you want some dessert? If you want my cream pie you better eat it now before it all leaks out. Or since you came so hard are you not interested in pervy things now?” She said softly. The truth was she was right, I was having a little post orgasmic guilt and embarrassment about and things we had just done. The idea of eating me cum from her right now wasn’t as much as a turn on as normal. I could tell Judy saw that in my face. “You will regret it later if don’t.” She said and she moved her body, so her pussy was right over my mouth. I could see my cum starting to leak out of her and moved my tongue to lick it up. I then ran my tongue over her lips and into her pussy getting as much of my white goo as I could. She also was right, once I started to eat her my guilt went away, and I was turned on again. I continued softly licking her running my tongue over her pussy lips, through her slit, and over her clit. Her breathing speed up again and her hands squeezed my head as she had one more small orgasm. When that ended, she stood up. I stood up next to her and we smiled at each other. I leaned forward to kiss her, and she stuck her hand out stopping me. “Creampies call for washing your face and brushing your teeth. Meet me in the shower when you are done.” She laughed. I watched her remove the rest of her clothes and turn the shower on. I did the same and brushed my teeth. We got in the shower together and took turns washing each other, spending almost thirty minutes in there together. We didn’t say a word to each other, just smiled and giggled occasionally. When the shower ended, we toweled off and got dressed in our lounging clothes. There was a type of tension in the air as the silence continued. I looked at the clock and realized that it was almost five and I realized I needed to start cooking. “Shit. Didn’t realize it was so late. I need to go start dinner.” I said, breaking the quiet. As I moved to the door Judy grabbed my arm and pulled me to her and kissed me deeply. She broke the kiss and just smiled. I smiled back and darted out of the room. I had just finished getting the meatloaf in the oven and was peeling potatoes when she came and leaned back against the counter. Again, the tension built a little and I was struggling for something to say when she beat me to it. “How was your day? You worked some this morning didn’t you. Uh… did you miss… did you miss being in a diaper while you worked?” She asked. I thought for a second then responded. “It was good. I really only worked for about four hours or so in the morning. I kind of missed being diapered but what happened this afternoon… that made it well worth it.” She smiled. “Yea… so you liked this afternoon?” “Definitely… honestly… it beat my fantasies.” I smiled at her. “I liked it also… beginning to wonder why I was so reluctant to do it when you first started hinting at it. Although I was in some serious discomfort when I got home. One extra red light and I would have peed all over the seat in my car.” She laughed. “Well, I am glad you peed where you did.” I laughed this time. “If you had to pick between the two… diapers or… this afternoon, what would you pick.” She asked. My face must have shown something because she immediately moved a little closer and said. “I am not going to make you pick… I was just curious… promise.” She told me. “This afternoon.” I told her honestly. “Really? Why?” Her eyebrow raised. “Because we both get something out of that. The… the diapers… that is you doing something for me but honestly there really isn’t anything in it for you.” I said looking in her eyes. “Yes, there is… I get to see your happiness and excitement and you receiving pleasure. Do you think you are going to be okay making it until Friday before you can be diapered again?” She grinned. I hadn’t really thought about it but with her rules about not diapering or changing myself it would be Friday before I got a chance to wear one, unless I choose to wear one at night. I thought about asking her for that, but I really did like sleeping in the same bed as her. “Guess I will have to be.” I said, forcing a small smile. “Unless...” “Unless what?” I quickly interrupted. “Unless… you can find someone to diaper and change you while I am at work.” She picked up her water glass after she stopped talking. “You would really be okay with that?” I asked, surprised. “Yea… I think so. So, while you were working today did you talk to Janice?” She put a slight accent on Janice’s name. “Yea… why?” I asked defensively. “Did you talk about your diapers?” She grinned at me. “Yes.” I said tersely. “Don’t get mad. I was just wondering. You said she was okay with it. Did she bring it up or did you?” I thought for a minute. “She did.” “Yea… hmm… how did she work it into the conversation?” “She asked if I was wearing a diaper while we were talking.” I told her, I was starting to feel uncomfortable. “Interesting… and you told her no. Did she ask why you weren’t?” Judy seemed really interested in our conversation. “Yes… I told her you said I couldn’t wear a diaper unless you or a babysitter diapered me.” I replied quickly. “Well… I guess that means you don’t think of me as your babysitter… that is probably good. Is Jane your babysitter?” She laughed. “Does Janice want to babysit you?” It was probably because I took too long to answer that Judy figured out that Janice had talked about changing me. I was expecting her to be angry, but she wasn’t. “Oh my God! She does. She told you that. Wow. Well, I know based on the other night when I was teasing you about her that you want her to babysit you. We are going to make this happen.” She bounced up and down a little from her excitement. “She didn’t say she wanted to babysit me. She just said she would like to see me in a diaper, and she might like to change me. She has kind of… well she says it is voyeur kink. I think it is more about that.” I said defensively. Judy grabbed a wine glass and lifted another one asking me if I wanted some wine also. I nodded my head yes. I had been both excited and nervous about the conversation we were having so I thought it might help my nerves some. She poured each of us a glass and we smiled after taking our first sips. I think because of my nerves I wanted to change the subject, so I asked about her day. She said it was typical for a first day back after a long holiday, the kids were still fired up and didn’t want to pay attention. I knew that frustrated her but after so many years of teaching she was also pretty much used to it now. The conversation tailed off and she headed out of the room. Eventually dinner was done, and I plated it and set it on table. Judy had been out in the family room playing on her phone, so I called out and told her dinner was ready. She complimented me on it, and we enjoyed a fairly quiet meal. As always, we helped each other clean everything up after dinner. “Will Janice be at the in person meeting tomorrow?” She asked kind of out of the blue. “Yes… everyone will be.” I told her. “So that will be the first time you will have seen her since… well she found out, interesting. Are you nervous about that?” She asked. “Yes… honestly. I think it is one thing to text or even video chat about stuff but to see someone in person… totally different.” I responded. “Yea… I understand and agree.” “Do you two have anything planned, video meetings, or whatever the rest of this week?” “We always have a video meeting on Thursdays to go over any new proposals or our progress on ones we are preparing for.” I told her while giving her a questioning facial expression. “Do they have to be done by video? Could they be done in person?” Her tone made me realize she was conniving about something. “I guess they could be done in person.” I told her. “So, Thursday she could here for the meeting?” My face showed I understood where she was going with this. “And you could work while she babysat you.” She smiled at me. “You need to give me her phone number.” “Why?” I asked alarmed. “Well the person needing to be babysat doesn’t arrange for their own babysitter, do they? Of course not. I am going to see if she is available on Thursday.” She had an almost sinister grin on her face as she spoke. “I think this is going a little too far… don’t you?” I said in a panic. “No… and do you really think you will make it until Friday afternoon before wearing and wetting a diaper again? I am just trying to make sure you don’t break a rule behind my back and lose my trust.” Her tone had become very serious. I didn’t say anything and walked over and picked up my phone. Judy went and got hers out of the family room. I shared Janice’s contact information through a text to her. As soon as I did, I felt nervousness in my stomach. When it showed up on her phone, she just smiled at me. We finished up in the kitchen and headed to the family room. Judy found something on Netflix, and we sat on opposite sides of the couch. At some point she had picked up her phone and I sat and watched as she obviously sent and received several texts messages. It wasn’t unusual for that to occur, and I figured it was normally her sister or coworker she was texting with. Tonight, though I wondered if it was Janice, especially since she had a funny smile on her face as she did it. Around ten we headed towards the bedroom at the same time. After we took turns in the bathroom getting ready, we climbed under the covers at the same time. I hadn’t really said a lot the last couple of hours. My mind couldn’t stop racing with the thought of Judy asking Janice to babysit me. It felt like things were getting out of control. “Good Night. Sweetie, I love you.” Judy said. “Good Night. I love you too.” I responded realizing that I really did love her although I was little scared of her these days.
  5. Chapter 8 While our meeting was going on and while I was talking to Judy, a couple of emails had come in and I also saw that Janice had texted me again. Before looking at them I decided to go into the kitchen and make a sandwich. Once I put it together, I grabbed a new water bottle and I walked into the office. I saw my sleep shirt draped on the couch and after setting my sandwich down I grabbed it. I quickly pulled off the polo shirt I had on and switched it to the pink Disney Princesses sleep shirt. I sat down at my computer and went through the emails as I ate. I had finished eating and picked up my phone to check my texts. There were three from Janice and I opened them a little nervously. ‘Hey. Sorry for prying about your thing. All of this is really none of my business. It just fascinates me, really.’ She had added a blushing emoji. ‘You got quiet suddenly. Everything okay? Hope I didn’t upset you.’ Was the second text. Her last one had been sent five minutes ago. ‘Please don’t let this affect our working together. You are my favorite and I really like working with you.’ She added a smiling emoji. I picked up my phone and typed. ‘Sorry. We are all good. Judy came in and then I went and made my lunch.’ She immediately sent back a smiling emoji. I remembered she asked how Judy was handling this since she knew Judy had just discovered my diaper interests a few days ago. I was still a little unsure if I should be sharing things about Judy with her but since she was keeping my secret, I felt like I should at least respond. ‘Judy and I are figuring this out but so far she has been okay, not real judge mental, and helpful.’ I sent her. ‘Helpful? Does that mean she is putting the diapers on you?’ She sent a raised eyebrow emoji. I hated it, but Janice asking me these questions turned me on. There was something a little embarrassing or humiliating admitting my diaper desires to her. Adding to that was the fact that I found Janice physically attractive. I still wasn’t sure what Judy would think, although she didn’t seem to have any problem telling her sister about it and teasing me about her knowing about it. ‘Yes. Uh… I haven’t told her you know so I don’t know if I should share this with you. Not sure if she would be mad about it.’ I added a sad face emoji. It was at least ten minutes later when Janice sent back. ‘Okay. I understand. Again, sorry for prying I just find it interesting, and I am curious about it. Hearing about Taboo kinks, that kind of gets me going. Think my kink is I am kind of a voyeur or something. I promise your secret is safe with me.’ I read her response several times and remembered what she had said about dating a guy that wore panties and that being a turn on. I was a little turned on myself thinking about her being turned on. I was sure the next time I got myself off while wearing a diaper I would be stalking her Facebook page. ‘Thanks for keeping the secret and glad it doesn’t disgust you.’ I sent back. She just replied with a big smiling emoji. I released my bladder in my diaper, wetting it heavily this time, and it was now noticeably wet. I had placed my hand on my crotch as I was doing it enjoying feeling it swell. I also noticed that I was slightly stiff, which I am sure was because of the texting with Janice. I continued to drink water as I tried to refocus on my work stuff on the computer screen. The clock showed it was close to three when I got up and carried my plate and coffee cup to the kitchen. I had also finished my second liter of my water bottles and needed to grab a new one of those. My diaper had a slight sag as I walked and I knew my next wetting, which my bladder signaled needed to be soon, would have it soaked thoroughly. Right after I sat at my desk I began to wet again. Like most of the times when I had wet my diaper multiple times by the third one, I could feel the warmth of the pee through my groin, on my butt cheeks and a little on the areas of my thigh covered by the diaper before eventually the diaper soaked it up. Outside of when Judy would put a fresh diaper on me, I liked how my diaper felt soaked like it was now best. I got up and walked through the house to feel the soaked diaper as I moved. The sag was significant. I went into the kids’ room to see how it looked and you could easily tell how drenched it was. I was walking back to the office when I heard the garage door open. I thought Judy coming home was great timing since I needed to get my diaper changed. I turned into the kitchen to greet her and stopped suddenly as I saw Jane standing next to her. A smile spread over Judy’s face and Jane’s facial expression showed surprise. I am sure my jaw literally dropped as I remained frozen in place. I also watched as Judy’s smile turned to a look of something between concern and maybe disgust or disappointment as she saw how thoroughly soaked my diaper was. At the same time Jane’s face went from surprise to maybe a slight grin as she saw the wet diaper. I was still pretty much frozen in place and wasn’t sure what to do. A small part of my brain recognized that Jane wasn’t just now learning that I wore diapers, Judy had told her that already. This was really just visually confirming it. I felt my cheeks start to redden as I realized the embarrassment of this moment. Unfortunately, I also began to become aroused because of my embarrassment. Judy recognized what was happening and looked down at my diaper and saw the start of evidence of my arousal and smirked. “Well, looks like we got home just in time. Your diaper is soaked and definitely needs to be changed. If you wet it again you are going to leak and get pee on furniture or wherever. I will go grab you a fresh diaper. I left your wipes in your office when I changed your diaper this morning.” Judy said, breaking the silence. She had used a heavy accent each time she used the word diaper and that continued to arouse me. As she walked by me to get the new diaper, I thought I saw a small grin form on her face. When she left the kitchen, I realized I was now alone with Jane who had moved a little closer and whose smile had broaden. “Judy told me how cute the diapers you had picked out were but seeing them in person they are even cuter. I also love what you are wearing. I just love the Disney Princesses. There movies were pretty much all I ever wanted to watch when I was a little girl.” Jane said, breaking the silence. I wasn’t sure how to respond so I just smiled. I was beginning to wonder where Judy was since she was just going to grab a diaper. “You really do use them don’t you. That thing is really wet. Isn’t it uncomfortable?” Jane asked sincerely. “Uh… not really…” I responded. I heard movement behind me and turned to see Judy walking into the kitchen holding a diaper in the air. “Sorry… I had to stop and pee in the toilet really quickly.” She gave me a quick wink as she said it and accented the words pee and toilet. I thought I heard Jane giggle a little as Judy said that. “How about I change you in your office?” She said then after a several second hesitation added. “Or Jane could do it if you want?” I am sure my eyes got really wide, my mouth opened, and my face reddened even more. I was getting ready to respond she Judy started to talk again. “Don’t look so shocked at that idea. If I remember correctly the other day you thought that was a really great and exciting idea.” She laughed as she used the word exciting. I quickly looked over at Jane and was surprised to see she was smiling a little. Before I could protest, she looked at Judy, winked, and stepped over and grabbed the diaper out of her hand. She then turned to me and grabbed my hand and started to pull on it. “Come on, lets go get the Diaper Princess out of the wet diaper and into a nice fresh one.” Jane led me out of the room. I couldn’t find the words to protest. One because I wasn’t sure that this was really going to happen and that it wasn’t a joke the two of them had cooked up. Second, because I was still in a little shock at what was happening. Lastly, a part of me was excited at the idea of it. We entered into the office and Jane stepped over and grabbed the wipes from the couch. I was standing in the middle of the room still wondering if this was really going to happen. Jane smiled at me, and I nervously smiled back and then looked back over my shoulder at the door expecting to see Judy walk in laughing and take over. “Okay… lay down on the floor. This diaper is really thick isn’t it. I still can’t believe they make ones so cute for people like you. Make sure you push up your super cute princess shirt, so it won’t be in the way.” Jane directed me. I slowly lowered myself to the floor following her direction. Jane kneeled down and positioned herself between my legs. My knees were drawn up and she sat the diaper down on one side and the wipes on the other. She leaned over, when she did that and I noticed her blouse had several buttons undone which showed off her very impressive cleavage. I could also see she was wearing a very lacy and feminine deep purple bra. She noticed where my eyes were focused and laughed. “Yea… you have always appreciated my boobs haven’t you. I think Steve takes them for granted. Okay let’s get my little Sissy-in-law changed out of this very wet and yucky diaper.” She reached for the tapes. I noticed the tone of her voice had changed when she started talking about changing my diaper to be similar to the almost baby talk voice that Judy used when doing it. I was also thinking about her facial expression as she had called me Sissy-in-law, she had grinned from ear to ear. She ripped the tapes off on both sides and I took a deep breath. I was very turned on right now and my obviously hard dick was going to be exposed to her in seconds. Once again, I looked over at the door expecting to see Judy step in at takeover. Suddenly I felt cool air on my crotch. “Oh… someone’s pee pee is a little excited about this isn’t it? It isn’t very big, but it isn’t very girly all hard and stiff is it, my pretty little Diaper Princess.” She was full on using baby talk now. I knew I wasn’t large, but I didn’t think I was small either. It was about five inches long and I had been told by Judy it was average thickness. I wasn’t sure if Jane was teasing me on purpose about the size or was being honest. “It is good that you don’t mind licking Judy after you shoot in her so she can finish also. Plus, you get to taste your cummies which I bet a princess like you really likes.” She giggled again. With her teasing, my lying on top of my wet diaper and being exposed to her had my penis actually twitching some with excitement. She pulled a wipe out of the package and ran it over my inner thighs and the bottom of buttocks. I let out a contented sigh. “Oh… do you like me getting you all nice and clean. If you weren’t such a little sissy who wet her diapers, you wouldn’t need someone to clean you would you?” My brain registered what she was saying but it competed with the sensation of wipes running over my balls. “My little sissy in law likes having to pee pee in pretty pink girly diapers while wearing pink clothes. I bet she would look good in some cute pink frilly outfits to go with her pink diapers, wouldn’t she.” I gasped as she had wrapped the wipe around my dick stroked it up and down. I felt my balls pulled up tight against me and I knew I would be cumming soon. I heard movement and looked past Jane’s shoulder and saw Judy standing there. I tried to read her face but couldn’t. “Your little Diaper Princess is about to make another mess. It seems like thinking about pretty pink sissy things excites her.” Jane said, looking over at Judy. “Yes… it seems like she does. You might want to wrap her little pee pee in her diaper, so her mess doesn’t go everywhere.” Judy told her. Jane dropped the wipe off the side and lifted the front of the diaper back up and wrapped it around my dick. The diaper was soaked, and I could feel it squish around penis. She gripped me tight and started to stroke. “That’s it… let Auntie Jane get your cummies out of you. Does your pee-soaked diaper, wrapped around your little penis turn you on sissy… does it make you want to…” She wasn’t using her baby voice now; it was more authoritative, and she wasn’t able to finish what she was going to say before I exploded into the diaper. I opened my eyes after my orgasm and saw her smiling down at me. I looked over and saw Judy had a slight smile also, but her eyes also projected worry. I also immediately felt total embarrassment now that I had cum. Jane didn’t say anything. She dropped the diaper back down and grabbed a new wipe and recleaned my penis. She then indicated I should lift my butt and pulled the wet diaper out from under me and slid the new one in place. She tapped the diaper up tightly and then dropped the used wipes into the old diaper and rolled it up. I laid on the floor not sure what to do. Jane stood up with the diaper in her hand and walked over and handed it to Judy. “You can take care of this disgusting thing since it is your husband that wore and used it. Although I am not sure husband is a good description of him right now. Hard to look at a grown man in a bright pink Disney Princess sleep shirt, and bright pink diaper covered in princesses, and think husband. I think you are right… little Diaper Princess is better description.” Jane walked out of the office when she finished speaking. I had sat up but was still on the floor and looked over at Judy. When our eyes met, I immediately looked away and felt the embarrassment run through me. This was a very different feeling than when being teased and humiliated would be turn on. I slowly stood up and when I looked at Judy this time, I thought her eyes might be a little wet. She walked out of the room, and I followed. I wasn’t sure where I was going to go or what I was going to do. A part of me was thinking about going to the bedroom and changing into my regular clothes so I sort of headed in that direction. I know that Judy had said on the days she diapered me, she would be in control of when I could stop wearing them but right now, I wasn’t really enjoying it and the look on her face as her sister spoke worried me. I watched Judy head through the kitchen towards the garage with my used diaper in her hand. I went into the family room to head towards the bedroom. The door to the bathroom swung open and Jane stepped out. She smiled when she saw me, and it seemed genuine. As we started to walk past each other she reached for my arm and grabbed it gently. “I was kind of hoping that there wouldn’t be any toilet paper in there and you would need to clean me after I peed. I hear that you are amazing at it. I hope... well earlier that was what you wanted, and you liked it. Judy said the teasing was a part of the turn on.” She said in a warm voice. “I guess I didn’t thank you for… changing me and… you know….” She cut me off laughing. “and getting you off… you are welcome. As long as Judy is okay with it I will do it again if you want. You have a few kinks and are maybe a little pervy but… you are good guy, and my sister loves you.” She released my arm and moved toward the kitchen as she heard the garage door open and close. I stood in place and could hear her and Judy talking but couldn’t make out what they were saying. I did hear them laughing so I took that as a good sign. I decided I would go and sit in the family room. About ten minutes later Judy and Jane walked through on their way to the front door. They said good byes and Jane yelled out a good bye to me. I was still sitting on the love seat when Judy came back and took a seat on the couch. She looked over at me with a smile. “Well… did you like it?” She accented the word it. “Yes… but afterwards…. It felt weird and you… well… are you okay with what she did and what she said?” I asked nervously. “I am still deciding honestly, and I could tell you were uncomfortable afterwards also. I had told her the teasing was a part of the arousal for you but maybe she over did it.” She grinned a little. “Yea… um… would it be okay for me to change?” “Is it because of Jane… and afterwards?” She responded immediately. “Maybe a little but mostly… I want to be your husband this evening.” I said honestly. “Oh… so you don’t want me to be your mommy or babysitter?” She giggled. I shook my head no. “How about you wet that one and right after dinner you can shower and change into your regular lounge clothes. They are kind of expensive and I don’t want to waste one.” She said and stood up and stepped over and kissed my forehead before heading out of the room. Her logic made plenty of sense and having done the math in my head I probably was down to just a few left anyways. She had said she was going to order me some more, but I wasn’t sure when she had done that and when they would be in. We also hadn’t figure out how we would deal with me wearing them during the week. If Judy insisted that I wasn’t allowed to change my own diapers, there would be no way for them to be changed during day. She left about seven thirty in the morning and didn’t get home until around four typically. That would be at least eight hours in the same diaper. Dinner was still a little over two hours away, so I went back to the office and did a quick look at my emails and then my calendar for the rest of the week. We had the in-person meeting scheduled on Wednesday and Thursday would be another proposal review day for me and Janice. Tomorrow was pretty open. Judy called me in for dinner just past six thirty. I was surprised at how wet my diaper was when I got up to head to the kitchen. I knew I had wet it a couple of times but didn’t remember it being that much. I felt the sag as I walked into the kitchen. “Well, you definitely wet it didn’t you Princess? Will it make it through dinner?” Judy smiled at me. “Yes… and yes. I don’t think I will need to pee again before changing out of it.” I said, trying to decide if her comment was a jab or just an attempt at humor. The dinner table was quiet. For me it was because I was still trying to figure out how I felt about what had happened earlier with her sister. I was not sure what was going through Judy’s mind. Right as we were almost finished it started to feel a little uncomfortable. “Are you okay?” Judy asked. “Uh… yes. Are you okay?” I asked back. We both forced a smile. “Take away what happened when she changed you and that you were aware she knew before she got here, how did you feel when Jane saw you in your diaper?” Judy stood up and took her plate to the sink. “I was shocked when I first saw her but then I guess I was okay… why?” I asked as I took my plate to her. “I don’t know. I guess I just wondered a little about how it feels when people find out about it. Now there are two people who know about your diapers and have seen you in them.” She rinsed the plates and put them in the dishwasher. I had moved over to the stove to get the pans to clean them. As I did, I was wondering how to respond to what she had just said. My biggest struggle was whether I should tell her about Janice. The reality was it had been her fault that Janice knew, but I had confirmed it to her, and talked to her about it and not told Judy. That felt a little like I had lied to her. “Uh… there is some relief actually. Especially with you, I don’t have to worry about being caught. And since you and Jane have been tolerant, and encouraging, and helped… there is a nice feeling of acceptance. Plus… the teasing… you know about that part and what that causes.” I told her. “Hmm… so do you want other people to know? How about your sister-in-law or my sister-in-law?” She asked. I noticed she had only mentioned women. I was still struggling about whether or not to tell her about Janice. As far as the women she had mentioned I thought I might be okay with her sister-in-law knowing. I wouldn’t be really interested in her participating though. She wasn’t unattractive, just not really my type. Thin and wiry but with a classic beauty in her face. “I don’t know if I want them to know… I guess I would be okay with Susan knowing.” I responded. “And would you like for her to change you? Or is there another woman I didn’t mention you wouldn’t care if they knew and would like them to change you?” She handed a pan that she had washed back to me to dry. I felt my face redden and my throat move as I tried to hide my nervousness. I felt like I had to tell her about Janice already. “Oh… there is someone you have thought about isn’t there.” She grinned at me and leaned back against the counter. “Uh… there is someone else who already knows. She heard you when you caught me and then asked me about it.” I blurted out. Judy’s eyes widened. “Who? Someone you work with. How did they hear? Were you on Zoom meeting?” “Yes… I was on a Zoom meeting with Janice. I closed the meeting but the next time we chatted she asked about what you had said.” I told her just giving her facts. “Wow… I guess I am sorry… how did she take it? You like her, don’t you? You two work on a lot of stuff together.” There was a touch of concern in her voice. “She is good with it and said she would keep my secret. And we do work a lot together.” I again kept it to the facts. “If I remember she is cute. Short blonde hair, blue eyes, nice smile, and a little extra curvy, especially in the chests and rear.” She smiled at me. “Uh… yea… I guess.” I felt my nervousness grow. “You guess… you know she is… have you ever thought about her changing you. About her squeezing the front of your diaper to check if it is wet, cleaning you and running a wipe all over your privates, putting a fresh diaper on you.” Judy had stepped closer to me and smiled as she spoke. I was deciding how to answer that as I was imagining Janice doing what she said. Right as I got ready to answer, her hand reached down and grasped my hardening dick in my wet diaper. “Well, if you hadn’t before you definitely like the idea of it now obviously. I wonder if she would be willing to do it.” Judy let go of me, laughed, and walked out of the room. I stood in the kitchen wondering what had just happened and what that was about, especially her last comment. When she had squeezed the front of my diaper it reminded me how wet it was, and I headed to the bedroom to take it off and shower. I grabbed a pair of gym shorts and a t-shirt from my dresser and laid them on the bed. I was already looking forward to sleeping next to Judy tonight. She had been right; I had enjoyed the experience of being diapered before bed and sleeping in my diaper last night but I had missed her being in bed next to me. I pulled my sleep shirt off and laid it on the bed next to my other stuff and then went in and turned the shower on. When the water was warm, I undid the tapes on my diaper and let it fall to the floor with a thud. The warm water felt good on me, and I made sure I cleaned my groin and butt thoroughly. My shower was a little longer than normal because it felt so good. Eventually I shut the water off and stepped out of the shower and started to towel off. As I wrapped the towel around my waist there was quick loud knock on the bathroom door, and it swung open. I was surprised to see Judy scampering into the bathroom. I watched as she went straight to the toilet and pulled her sleep shirt up showing that she was wearing nothing underneath it. She turned and was facing me with a smile as she sat on the seat and gave me a quick wink. As soon as her ass hit the seat pee squirted out of her and hit the bowel with noisy force. It appeared she was going out of her way to make sure I could see and hear her peeing. I felt my dick stiffening under my towel as I stared right at her pussy. She seemed to force out a few more squirts and then pulled some toilet paper off the roll and my eyes never moved as I watched her wipe herself. Judy dropped the toilet paper into the bowl and then stood up and turned back to flush before stepping over next to me. I am sure my eyes still showed my surprise and widened even more as her hand reached in side my towel and gave my dick a quick squeeze. She immediately pulled her hand back out and winked again. “Just wanted to make sure I could still cause that to happen. Glad you liked it. Maybe tomorrow I can use you instead of the toilet paper. That is if you don’t decide to wear diapers tomorrow.” She washed her hands and stepped out of the bathroom. After I finished drying off and changing into my regular clothes, I found Judy sitting on the couch flipping through Netflix looking for something to watch. When she saw me, she smiled and pointed to the other side of the couch indicating she wanted me to sit there. I took a seat and as soon as I did, she swung her feet into my lap. “Thought I would see if I could get a foot and a calve massage that didn’t end up with me straddling you.” She laughed. I rubbed her feet and her calves and listened to her sighs of contentment. While I was focused on one of her legs, her other foot moved to my crotch and she started to gently run her foot over my dick and balls. It didn’t really do anything to get me going and after a minute or two she stopped. “Well, I guess we can rule out one kink for you, no foot fetish obviously. You might not be a totally pervert.” She laughed. I looked up at her and was glad to see she had a big and what seemed very genuine smile on her face that let me know that she had been joking. Since I was still trying to determine how comfortable she really was with my diaper desires and going down on her after she had peed, I thought it was good we could at least joke about it. We both headed to bed around ten and after we climbed under the covers shared a fairly romantic kiss before she rolled on her side, and I spooned up behind her. We each said good night and I love you and I heard her breathing change soon after that. I laid in bed thinking about everything that had happened over the last several days. Eventually my mind drifted to Judy’s comments about other women knowing about my diapers and being involved in changing me. I was trying to decide if she was just teasing me or was serious about it as I fell asleep.
  6. Sorry about all the underling, cross outs, etc. I thought that had been corrected and didn't show up when I copied my word document but must have carried over when I pasted it. I edited it and removed most of it. Looks like a couple of parts have a spacing issue but it should look a lot better.
  7. Chapter Seven We walked into the kids’ room, and she nodded towards Tammie’s bed, and I went and laid down in it. Because she had loosened my diaper while giving me the hand job, it was definitely sagging low, and I had been a little worried it was slip off as we were walking. She went and got me a new diaper and brought the wipes over. She was smiling the whole time as she took her seat on the edge of the bed and pulled the tapes off and opened the front of the diaper. As usual she started by running the wipe over the inside of my thighs. “Did you enjoy that?” She asked me, looking up and grinning. I just nodded enthusiastically She ran the wipe over my balls and while it didn’t cause me to stiffen since I had just cum it did feel good and I sighed deeply. “Does it feel good to have all that pee and cum cleaned up? Your cum normally has a pretty strong smell but I barely noticed it because of your pee.” She said looking at my crotch now. I nodded, knowing that she wasn’t really looking for an answer and was more just talking to say things you thought I would enjoy hearing. She was now running the wipe over my penis which resulted in another sigh. It physicallyphysical felt good and was even a little arousing but I realized that right now she was causing more of an emotional reaction, I couldn’t believe how lucky I was to have her saying this and doing this. She continued to run the wipe over my dick and balls and asked. “Would you really like to have my sister do this for you? She does have bigger boobs than me and I know you like looking at mine while I am changing you.” The mention of her sister along with her using the wipe caused me to stiffen a little. I was deciding how to answer that. “Oh… I think that is a yes.” She laughed as she felt my dick harden. She tapped my thigh, and I lifted my butt up and she pulled the wet diaper out from under me and wrapped it up tightly and set it at the foot of the bed. She quickly unfurled the new diaper and slipped it into place. She taped it up tightly and gave me a quick squeeze between my legs. “Slide over.” She told me and stood up. I followed her direction and watched as she pulled her shirt over her head and reached behind her back and unhooked her bra. I watched as the bra slid down her arms and she sat it on the bed and then climbed on the bed laying down next to me. She rolled onto her left side, and I rolled onto my right side to face her. She used her hand to guide me to her breast. My mouth found her nipple and I began to gently suck on it, hearing her sigh. “Is this what you were thinking when you asked for it?” She was still using her soft voice. I nodded again, not wanting to release her breast from my mouth. Again, this was touching an emotional need or desire, not a physical one, and I wanted to enjoy it as much as possible. I did wonder if I had just had an orgasm if I would also be getting turned on right now. “I am glad I can make my little girly girl so happy.” She said, using the almost baby talk tone. I wasn’t sure what to make about that comment. I had never said anything about wanting to be treated like a girl, I just liked the girl diaper stuff. I decided to focus on the contentment I was feeling and worry about that later. At some point I drifted off to sleep. I wasn't sure how long I had been asleep when I woke up. I saw Judy's boobs in front of me and I lifted my head a little and began to suck on her nipple, again hearing her sigh as I did it. I lifted my arm and set on her hip while continuing to gently suck. I slowly slid my hand down her thigh moving it towards her crotch, at the same time I stopped sucking her nipple and began to circle it with my tongue. "Sweetums, stop please. No sexy time with me when you are diapered, that is one of the rules." She said softly. I am happy to rub you and make you feel good but honestly, you wearing a diaper doesn't do it for me as far as getting my worked up, not even close. Remember yesterday, I gave you a choice and picked this which is fine." She sat up as she talked. I was processing what she said as she sat up and reached for her bra and put it in place followed by pulling her shirt back on. She smiled down at me and I could see there was no anger or other emotion in what she was saying, it was just a fact. “I need to go get the roast ready and in the oven. You can let me know when you need your diaper changed again or I can just check it occasionally, whatever you prefer. I was going to order some more since you have used about half of these already and I sure you will be using a few more soon.” She announced over her shoulder as she walked out of the room. I laid in the bed for a few minutes going over what had happened since she had come home. I gone from content and happy in my diapers to shocked and angry when I found out she had told her sister about my kinks. She had turned that around, using the idea of her sister diapering me and getting me off to turn me on and making me cum hard in my wet diaper. We eventually ended up lying in bed together and I had felt so at ease I taken a nap, something I almost never do. The only bad thing I could think of was she had made it clear that when I choose to wear diapers it clearly meant that I would not be having sex with her. We also hadn’t really clarified if she was serious or if she was just teasing me for arousal about her sister helping and participating with my diapers. Eventually I got up and moved to the family room. I turned the TV on and found some golf to watch. I heard Judy working in the kitchen and then moving around the house. A couple times she walked through and just gave me a smile. She stopped her third time through and squeezed the front of my diaper then declaring. “My Diaper Princess is just a little damp.” I realized that I barely remembered wetting my diaper. My bladder had felt kind of full, so I had just peed in my diaper. There had been no need to force it. Just before we ate dinner, she checked me again. “I think you got a couple more wettings left with this one. If you want, I can change you one more time before bed.” She told me. “I don’t think I will want to be changed before bed. I will probably just shower and go back to my regular sleep stuff then.” I told her. I saw a slight pout come over her face. “I think she should sleep in one of your diapers tonight. I mean this all started because your brother wore them to bed. Don’t you want to find out what that feels like?” “Uh… it did… and maybe but if I do that I can’t be in the same bed as you.” I responded. “Yes… but it is just one night, and I will be right down the hall.” She smiled at me. She didn’t give me a chance to respond to that, getting up and going into the kitchen. About thirty minutes later she announced that dinner was ready and on the table. While we ate, I asked what her plans were for tomorrow and she said to sleep in a little and then run some errands plus have lunch with her sister who was also a teacher and had the day off. I reminded her that I was working tomorrow. Over the weekend, via group text, my company had agreed to work a few of the Monday holidays in exchange for having all of Thanksgiving week off and the week of Christmas off. Thinking about that reminded me that it would be the first time working with Janice since confirming to her she overheard Judy catching me in diapers. We would have a quick one on one Teams meeting with Janice before a group Teams meeting or presentation immediately before lunch. I was going to be curious about how Janice would react. I was glad it wasn’t going to be in person, I am sure that would be way more uncomfortable. We cleaned the kitchen together after dinner and then watched some TV. By now my diaper was soaked but I wanted to wait until right before bed before having Judy change me. I saw her sneak some peaks at me and my diaper and could tell she was getting nervous about it leaking. Her face also showed that she couldn’t believe I would want to wear a diaper that was this soaked. “Okay, I am heading to bed. Let’s get you out of your diaper, which I can’t believe hasn’t leaked yet, and ready for bed Sweetums.” Judy said right after ten o’clock. I clicked off the TV, stood up, and went and grabbed water bottles from the kitchen. I brought her one out and her eyes were focused on my diaper as I walked towards her. I could feel that it was sagging pretty badly. “If you are going to wet them that much wearing a onesie will definitely help.” She chuckled. “I have a little surprise for you in the kids room.” I still wasn’t sure I was happy about the idea of sleeping in the kids’ room and not in bed with Judy. I reminded myself that she had been amazing about my diapers and really had only set up a few rules so I should accept them. It was also true that seeing my brother diapered at night before bed is what had started my desire to wear a diaper. We went in the room and laying on the bed I saw I new sleep shirt. It was the almost hot pink color that was predominant in my diapers. There was a white lace around the edge and the front of it was covered in Disney Princess. It looked like it belonged with the Disney comforter that was on Tammie’s bed. Judy stopped and pulled the comforter and sheet down, then went to grab a fresh diaper and the wipes. I watched her ass as she walked away from me and was got to see her bend over and the yoga pants stretch even tighter over her butt as she pulled a diaper out. When she turned around, she smiled at me knowing I had been looking at her. “Okay. Hop up there so we can get you ready for bed.” She directed me. She wasn’t using her baby voice, but the tone was soft and comforting and I followed her directions. I laid back and she sat on the edge and undid the tapes of the diaper I had on, pulling the front down. Her face showed a mixture of surprise and maybe a little disgust as she realized just how wet the diaper was. You could also faintly smell the aroma of pee. She pulled out several wipes and cleaned me. She quickly did my penis which was good because the combination of looking at her butt, thinking about her diapering me, and touching me had caused some arousal. Fortunately, she wasn’t making her normal comments, so I wasn’t getting totally hard. A touch of my knee made me lift my butt and she pulled the used diaper out from under me. She carefully rolled it up, it looked like she was almost scared of rolling it too tightly and pee squeezing out of it. She sat it on the end of the bed. “Okay… now, let’s get you ready for bed okay. Want to make sure the bed stays nice and dry while you sleep.” She said as she slid the new diaper under me. “This way if you have an accident while you are sleeping it won’t be a big deal, now will it.” She was still not using the baby tone but the same comforting one she had used before. She pulled the tapes nice and tight. “That should keep it from leaking if you have accident.” I suddenly realized what she was doing. She was trying to give me the experience that my brother used to get when my mom would diaper him at bed time. She had somehow made sharing my diaper experience into a reason to love her even more and I was again struck with how lucky I was. “Okay… you should be all set. I will see you in the morning. Sleep well.” She said and leaned down and kissed my forehead. My heart was swelling, and we both smiled at each other. She sat up and tucked the bedding around me. She stepped back and winked at me and her smile changed to a strange grin. “Oh… almost forgot… my Diaper Princess needs her sleep shirt.” She grabbed the sleep shirt from the bottom of the bed. I sat up and pushed the comforter down as Judy dropped the sleep shirt over my head and I stuck my arms through the sleeves. She then reached down and lightly grasped the front of my diaper and rubbed it gently. “That matches your pretty pink girly diapers so perfectly. Hope you have some fun dreams tonight. Love you.” She said quickly stepping away from the bed. “I love you too.” I said to her back as she moved out of the room turning the light off as she did. I struggled a little to find a comfortable position in the bed. The bulk between my legs and under my ass was very noticeable. The sleep shirt she had bought me was also softer than the one she had leant me and as I felt it rub against my skin as I moved, I was surprised at how much I enjoyed it. I was also thinking about how Judy had acted tonight. She was definitely hitting my emotions with an attempt to recreate what my brother experienced as a bedwetter with the mom. Then just before she walked out, she turned to teasing me about my girly diapers and lightly grabbed me through the diaper. There was no doubt that has aroused me, and my penis was still straining against the diaper. I woke up at some point in the middle of the night. After some quick initial confusion of where I was, I realized that there was not a clock in the room, and I realized that I had left my phone in the family room. I felt an urge to pee and as I rolled over to get out of bed to go to the bathroom, I felt my diaper between my legs. It took a few seconds, but I was eventually able to wet it and then fall back asleep. I could see it was light outside when I woke up again, so I knew it was morning. I was surprised that except for waking up briefly at one point I had slept pretty well. I moved to get out of bed and a slight sense of satisfaction was felt feeling the diaper. I also realized that Judy had been right, it had been nice to get a chance to sleep in it. I did miss having her next to me when I woke up. I quietly left the room and slipped into the master bedroom. I wanted to brush my teeth and my toothbrush was in here. I thought I should consider getting a second one and putting it in the guest bath if I was going to do this again. I saw Judy still sleeping soundly. I always loved to see her asleep in bed, somehow even with her strewn all over the pillow she was still beautiful. When I stepped into the bathroom the first thing I saw way myself in the mirror. I realized I was pretty excited to see the Disney Princess Sleep shirt and Pink Princesses diaper I was wearing. While I was quietly brushing my teeth, I realized I was wetting my diaper at the same time. I don’t know if I consciously had made the decision to start wetting it, I wondered for a second if I should be concerned about that. Last night Judy didn’t talk about what to do this morning about my diaper. Did I need to wait until she woke up until I could take it off or would she just want to change me. I had work things to do today including two Zoom meetings so I would at least need to change my shirt. One of the meetings was with Janice and I had a quick thought that I wanted to be wearing a diaper during that. I made coffee and decided on a bagel and yogurt for breakfast, along with a large glass of orange juice. I kept listening to hear if Judy and woken up. While I wasn’t as wet as I was before she changed me before going to bed last night, I was wet and I guess because I had been in the same diaper for so long it was sagging and uncomfortable as I moved around. I finished my breakfast and refilled my coffee before heading into the office. It was about eight thirty now. My zoom meeting with Janice was scheduled for nine thirty and then the whole group at ten. I logged on and started to check my emails. At nine o’clock I wet again, the first cup of coffee and the orange juice having made it through system. The diaper was uncomfortable now and I was honestly worried that it would leak if I had to wet it again. I definitely didn’t want to be in this one while either of my meetings were going on. I was just debating in my mind if I should remove it and take a quick shower in the guest bathroom when I heard noise in the kitchen. “Has your meeting started?” Judy mouthed almost silent from the door after a lit knock on the open door. “No… Good morning. How are you?” I said in a normal voice. “How is your diaper. You must be ready for a change. Do you have time for one now? Or do you want to go without one today? Is your meeting going to be stressful?” She asked, walking into the room with her coffee in hand. “It is soaked and uncomfortable. Was going to take the day off from diapers but… what you just said, it might be nice to wear one at least during the meetings.” I said, knowing I was lying just a little, but I sold wearing diapers to Judy a little on saying they reduced my stress and anxiety. I was actually more interested in continuing to wear a diaper because I would be chatting with Janice. “Okay… do you have time for me to change you before your meeting? And remember, if I put fresh one on you this morning it means diapers until at least bedtime, understand?” She responded. There was a look in her eye that I didn’t really recognize seeing ever before. “Yes… and yes.” I responded. “I will grab a new diaper and the wipes and be right back. Uh… you aren’t going to wear that sleep shirt during the meeting, are you?” She asked with a laugh. “Uh no… can you grab one of my polos also, please.” I responded with a chuckle. Judy set her coffee down and quickly left the room. I realized I would be a little disappointed to remove the sleep shirt. I liked how it felt a lot and also how it looked if I was honest. I wondered what Janice’s reaction to seeing it would be. I imagined her calling me a diaper princess like Judy did and was a little turned on. It was nine fifteen when Judy returned to the room. She had one of my diapers in one hand and a choral pink polo shirt in the other with the wipes tucked up her arm. I got up from my desk chair and immediately laid down on the floor. She draped my shirt over the chair and set the diaper and wipes on the floor and then took a big swig of her coffee. “Wow… this thing is pretty soaked.” She said as she undid the tapes and opened the front of it. I didn’t say anything as she grabbed the wipes. Her nose scrunched up as the aroma of my urine became evident. I could smell it also. “Uh… when you go down on me after I pee… do I… is the smell of my pee this strong?” She asked. “No… I think it is because it has been in the diaper for so long. That is why the smell is so strong.” I continued. “I can smell yours a little though when I do that, and honestly it is turn on.” “Uh… maybe we shouldn’t talk about that right now. You are getting a little turned on and it is going to make getting this on a little difficult.” She smiled at me. She was working quickly to clean me and when she cleaned my balls and penis didn’t spend as much time as she normally did. She set the wipes inside the used diaper and like last night gently rolled it up so it wouldn’t leak. She did tuck my dick downward as she pulled the front of the diaper up between my legs and taped me securely in my diaper. “All done Sweetums. A nice fresh diaper for you.” She smiled and stood up. I got up off the floor and grabbed the shirt off the floor and put it on. It wasn’t lost to me that it was the pinkest polo shirt I owned, and I was sure she had picked it on purpose. I looked down and saw that the pinks in my diaper didn’t match but I still had a lot of pink on. “Hope the meeting goes well. Will you have a break before eleven thirty? That is when I am leaving for my lunch with Jane. I might be gone for awhile and remember no changing yourself!” She said the last part with authority. “We should be done by the then, I hope.” I said, a little nervous about Jane picking her up. I had forgotten they were going out together today when I told Judy I wanted to be diapered today. I figured I would just stay in my office when she got here so she wouldn’t see me in the diaper. “Sorry I couldn’t give you a shirt that matched better, maybe I will buy you a new one when I am out? You are still my pretty in pink Diaper Princess though.” She laughed. Then she grabbed her coffee cup and left my office before I could respond. I looked at the clock, it was nine twenty seven so I quickly sat down and signed into Zoom. Janice was already waiting for me when it opened. We exchanged some pleasantries and then reviewed the proposal and the presentation that she had put together for the group. I was glad it didn’t seem awkward as we talked. Like normal she was wearing a shirt that exposed her cleavage and I did feel a little stirring seeing that. We both thought that the whole team would agree with us that we should make a strong bid on this proposal. We exited this meeting and right before ten o’clock logged into the Zoom meeting for the whole group. Technically this would be Jack’s meeting to run since he would be the lead if we decided to go forward. Judy stepped quietly into the room, making sure she stayed off camera, and topped my coffee off. She also set a water bottle on my desk. This wasn’t an unusual thing for her to do but I couldn’t help wondering if for some reason she was trying to make sure I drank lots of fluids and would need to wet my diaper more frequently. I smiled and nodded a thank you as everyone started to greet each other on the video meeting. She gave me a wink and quick wave as she walked out. Janice did a great job with her presentation. It was so good that I only had to interject a few times and they were all to support what she had said or provided to the group. When she was done, I reached for my phone while the other members of the team started their discussion. ‘Great job.’ I texted her. This was pretty typical for us. We would often text each other during this meeting so we could talk about or say things we didn’t want the others to hear. ‘Thanks, and thanks for support and backup.’ She quickly sent back. I set my phone down but about five minutes later it vibrated. ‘Nice shirt. Does it match anything else you are wearing.’ Janice had added a big smiling emoji. I was shocked to read that. I was also a little turned on by her teasing. I took a minute to decide how to respond. ‘Yes.’ Was all I wrote. I had stopped focusing on the meeting and was now focused on the dots on my phone that showed Janice was typing something. The reality was we were at the point where in my opinion people were talking to just to hear themselves talk and to feel like they had contributed. The was no reason to not proceed with bidding on the project. Janice knew this also. ‘So, you have a pink diaper on now? Why do you wear pink ones? Is it wet?’ Janice sent. She added a smiling emoji. I was torn about how to respond. The fact was Janice knew I wore diapers, and she knew I had worn a pink one because she had heard what Judy said on Friday when she discovered me. She also had told me she wouldn’t judge me and would keep my secret. My problem was I felt funny about sharing something that felt secretive and intimate with another woman, I wonder if it was almost a betrayal. Part of the reason I felt that way because I had jerked off several times while thinking about Janice and looking at her picture while wearing a diaper. I also wondered that since she knew and had promised her secrecy if I kind of owed it to her to answer her question. ‘Yes. I have a pink one on and it is a little wet. I wear pink because for some reason it adds to the turn on of wearing and wetting them.’ I typed, took a deep breath and hit send. She immediately responded. ‘I am sure pink diapers make you look cute. How is Judy taking this?’ I was surprised to hear her say she thought the pink diapers made me look cute. I wasn’t sure if I should tell her about Judy. ‘Sorry… not really my business. Honestly, I am just… I don’t know intrigued. I dated a guy that had a panty fetish once. He loved to wear the girliest panties he could get. Not sure why but it was a little turn on for me also.’ She sent before I could respond. Fortunately, all the talking heads were finishing with their gabbing and we both need turn our attention back to the meeting so we did. We assigned responsibilities and a timeline for putting together the full proposal and then moved on to follows up from previous projects. We also set Wednesday for one of our twice monthly in person meetings. The meeting wrapped up right at eleven thirty and Judy walked into the office almost immediately after that. She confirmed that I wasn’t on camera before she began to speak. “Jane is going to be here any minute to pick me up. Do you need to be changed before I go? I probably won’t be back for a couple hours.” She asked. “Jane is coming here?” I asked suddenly panicked. “Yes. You knew we were going to lunch today, and she almost always come and picks me up.” Judy responded a little tersely. “I wasn’t thinking about that part of you all going to lunch together, honestly. I don’t want her to see me like this.” I told her. “You don’t? You sure liked the idea of her changing your diaper yesterday, and she offered to do it.” She responded with a smile. “Uh… that was different.” I said feeling my cheeks redden. “Hmm… so the idea was a turn on, but reality would be different?” She seemed sincere as she continued. “I think so far reality has been better than fantasy for you, hasn’t it.” “Yes… with you. For sure.” I said quickly. “So why wouldn’t it be with her?” She raised an eyebrow. “You would really let her change me?” I asked surprised. “Yes… if you both wanted to do it. Now do you need me to change you before I go?” She said. “No… I am good. Thanks.” I told her. I had only wet this diaper once and it wasn’t a very heavy one. I figured I would probably wet two more times before she got home in a few hours and I had grown to enjoy the feel of soggy diaper for a short period at least. Judy walked over and leaned down and kissed me on the lips. It was somewhere in between romantic and compassionate. As she walked over, I had noticed that her breasts looked prominent in the tight lavender blouse she was wearing. When she turned and walked away her jeans were tight on her ass. I felt a slight stirring in my groin as I appreciated how great her curves were. “Okay Sweetums, remember no changing yourself. We will take care of it as soon as we get back. Sorry you have to work today.” She said slipping out the door. I heard her gather her purse in the kitchen and the front door open and close. When I turned back to my lap top I realized she had used the word we when talking about changing me later.
  8. Chapter Six I woke up the next morning and my dick was hard. I rolled over and saw Judy was still in bed and seemed to be sleeping soundly. Looking at the clock it was almost seven. I carefully stretched, making sure I didn’t rock the bed, then slipped out. I peed, washed my face, and then brushed my teeth. In the kitchen I started the coffee and after looking in the fridge started to cook some bacon. I thought I would make pancakes with the bacon. I was just finishing cooking the bacon when I sensed that Judy was moving through the house, so I started on the pancakes. “It is amazing to wake and smell bacon first thing in the morning.” Judy said walking into the kitchen. “Good Morning. Did you sleep well?” I asked as she walked over and gave me a quick kiss. “Yes. I think the afternoon wine, the orgasm in the afternoon, and the wine with dinner last night helped. She told me with a slight giggle. Last night we enjoyed a basic spaghetti dinner and watched a couple more episodes of Outlander before going to bed fairly early for a Saturday. “How did you sleep?” She asked. “Okay… a little restless in the middle of the night, I was actually worried I might wake you up at one point.” “Well, you didn’t… I was out. Maybe you were a little excited about the plans for today?” She grinned and lifted an eyebrow. For some reason I was scared to respond to that statement, so I turned and worked on making the pancakes. Judy got out some plates and stuff from the fridge and put them on the table. I watched her move around the kitchen, enjoying when her sleep shirt rose up and I could see the bottom of her ass as she reached for things. “I like how you look at me.” She told me after catching my eyes on her butt. “I like looking at you. You really are beautiful, and you really are hot.” I responded. She moved over and wrapped herself around me while kissing me like a teenager. I immediately felt my dick get hard and press against her. Her hand slid down and wrapped around it, she lightly stroked me. “Need to save that for your diapers. They are going to be getting wet in more ways than one.” She said, breaking the kiss and stepping away from me. I felt my face redden and turned away from looking in her eyes. I was both embarrassed and aroused at what she had said. The pancakes were ready, and I moved them and the bacon to the table. We both focused on eating for the next fifteen minutes with a little idle chatter mixed in. I started to clean up afterwards and she slipped out of the kitchen. I could hear her moving through the house but didn’t know what she was doing. I had just finished getting everything tidied up when she stepped into the kitchen entrance. She had put her hair up in a ponytail and changed her clothes, replacing her sleep shirt with purple leggings and a low-cut lavender tank top. I could see a purple bra strap peaking out on her shoulder. “Okay… time get you changed into a nice thick pink girly diaper for the day.” She smiled and reached out for my hand. I followed her as she led me out through the family room and down the hall towards the bedroom. She must have gotten my diapers out of the office. I was surprised when instead of going into our bedroom she led me into the kid’s room. “I thought this would be a more appropriate place to change you.” She said pointing to Tammie’s bed. The trim on the bed was pink along with the pillow cases and the comforter was covered in Disney Princesses. I saw the package of my diapers sitting at the end of it. “Hop up on the bed sweetums.” She started to use the almost baby voice tone. I followed her direction and then watched as she pulled a new diaper out of the package and fluffed it out. She then reached for the waist band of my gym shorts, and I lifted up as she pulled them down and off my legs. I wasn’t fully hard, but my penis was definitely swollen. “Oh… we need to get this on quick don’t we. Don’t want that to be a problem.” Again, with the baby tone. She quickly slid the diaper in under me and pulled the front up between my legs. She pushed my dick down and trapped it as she taped the sides. The diaper felt extra snug, and I liked it. “Someone is happy with how the diaper fits aren’t they?” Judy sang out. I just nodded my head. “Okay… all done until you need a change. You can get up although you look so cute laying there on bed with that on. You are my precious diaper princesses aren’t you.” She said that while leaning over and kissing my forehead while one hand squeezed my dick through the diaper. The shirt she was wearing showed lots of cleavage and as she sat up, she saw where my eyes were focused and smiled. “I might have picked this shirt on purpose.” She laughed as she stood up and left the room. I got up and walked over to the closet door and opened it. The girl’s side of the closet had a full-length mirror on it and I looked at the reflection. I had on a grey T-shirt that fortunately was a little short so you could easily see my diaper. As I started to walk out of the room, I felt the bulk between my legs and the contentment that brought me. We spent the morning doing our normal weekend chores of vacuuming, dusting, laundry, and other household cleaning. I wet my diaper a couple of times and was surprised at how easy it was now to release my bladder. I was also surprised at how almost normal it felt to be wearing a diaper in front of Judy. “I am going to run out to do the grocery shopping right after lunch. It looks like you are wet. Do you need a change now?” She asked as I came into the kitchen. “No... it seems to be holding it just fine. I can probably wet it one more time and still be good.” I told her knowing my bladder was on the verge of needing to pee again. “You seem to like it when the diaper is pretty soaked… don’t you sweetums?” She switched to the baby voice. “Yes… although, even though you got it on me really snug, it does seem to sag a little the wetter it gets.” I told her. “Maybe we should get you some onesies to help hold it up… although that would cover up the pretty pink and the princess on it.” She smiled at me and then I saw her expression change like she suddenly realized something. I didn’t respond. I kind of liked the idea of the onesie but agreed it would cover the diaper and while I still didn’t know why I really liked how girly the diaper was, I definitely like being able to see it. More importantly for some reason I liked knowing Judy could see it. We reviewed her grocery list together and while we were doing that, I wet my diaper again. “Your face changes when you are wetting your diaper. You get a grin on it or something. Does it really feel that good?” She asked. “Yes… I like the warmness spreading through it and feeling it swell as I do it.” I told her. “I am glad you get to feel that then. Turkey sandwiches for lunch, okay?” She responded and stood up and moved the fridge. I nodded yes and watched as she made the sandwiches. My eyes were on her butt, and she caught me staring at it and laughed. She brought my lunch over to me along with another water bottle and a bag of chips. “I saw you looking at my ass. Hope you aren’t regretting your choice of diapers today instead of bending me over the bed yesterday.” Her tone made it sound like a question. “Honestly… no… but I have thought about it several times.” I told her. It looked like she forced a smile at my answer. We ate in silence and when we were done, I cleaned the kitchen, and she went to our room. I knew it was to put on a touch of makeup. When she was done, she called out to me, I found her standing in the door to kid’s room. “Okay sweetums, time for your diaper change. Hop on the bed.” She told me. I climbed on Tammie’s bed and watched as she pulled one of my diapers and the package of wipes out of the closet and brought them over. She sat on the edge of the bed and undid the tapes. I could feel the cool air on my skin. She grabbed some wipes and ran them over my inner thighs and butt. She then cleaned the area above the penis. As she got close to it, I felt it swell a little and looking at her bent over and seeing her boobs and cleavage added to my arousal. She smiled at me and then ran the wipe over my balls. I continued to stiffen. Finally, she stroked my dick with the wipes, and I was fully hard. “My diaper princess likes that, huh….” She laughed. “Well, it is all clean and now isn’t fun time. That will be later.” She tapped my thigh which I knew meant I should lift my butt and she pulled the wet diaper out from under me. She then fluffed the new diaper and slid it in place. My dick was still fairly hard, and she forced a frown. “I will be right back. Hopefully that will give that time to return to normal so I can finish diapering you. No touching it while I am gone.” She laughed. She came back five minutes later. She was holding something behind her back that she dropped on the floor next to the bed. I had softened enough that she was able to tuck my dick downward and quickly bring the front of the diaper up and tape it tightly in place. “You know if you are going to get hard every time I change you that is going to be a problem. Okay sweetums, that is good and snug. Sit up.” She directed me. I followed her direction loving how secure she had gotten the diaper on me. When I sat up, she grabbed the bottom of my shirt and quickly pulled it over my head. I wasn’t sure what was going on. “I brought a more appropriate shirt for a diaper princess. Can’t be wearing a plain gray boy shirt can we?” She reached down and picked up what she had dropped. I looked in her hand and saw she was holding something pink. She unfurled it and I noticed it was one of her sleep shirts. “This is a little big on me so it should fit. Stick your arms out.” I don’t know why but I didn’t protest and followed her direction as she slipped my arms through and then dropped it over my head. It was made of very soft cotton and actually felt very nice against my skin. There was lace around the v neck, sleeves, and hem. “Stand up.” She said while pulling me up. “That is perfect. We can still see your diaper and the pinks almost match perfectly. You really are a cute little diaper princess now.” I felt my dick trying to swell against my tight diaper as she described me as a diaper princess. Without saying anything I moved over to the mirror and looked in it. She was right, the hem well just over the top of the diaper and the pink was an almost identical match. “Look at your smile. You like that don’t you. Maybe I will stop at Target and pick up a couple for you so I don’t have to share mine. Now, no changing your own diaper while I am gone, got it?” She laughed. I just nodded, my mind was racing right now, trying to figure out why all the girly pink things were turning me on. I headed out of the kid’s room following Judy. She went and grabbed her grocery list, purse and sunglasses. Normally she would kiss me before she left, instead she just looked me over from head to toe and smiled before heading into the garage. I went to the office and grabbed my iPad and spent about an hour surfing the net, mostly looking at stuff about adult diaper lovers wetting my diaper while I did it. I was still unsure why I liked certain parts of this and why different parts caused different thoughts and emotions. I had a sudden thought and remembered I had forgotten to tell Judy we were almost out of coffee and that she needed to pick some up at the grocery store. Even though she had been gone now for almost forty-five minutes I knew she was probably still at the store. For some reason she really enjoyed grocery shopping and was never quick about it. Plus, she had mentioned maybe also going to Target. ‘Hey, hope you haven’t left the store yet. Forgot to tell you to add coffee. Sorry.’ I texted her. I set my phone down and went to change over some laundry. I also peed in my diaper again. I had drank a lot of iced tea during lunch and my bladder had re-filled quickly. I enjoyed how the diaper felt on me when it was wet more than when it was dry as I moved around the house. I was in the bedroom folding clothes when I heard Judy walk in. I finished what I was doing and went to the kitchen to help her put stuff away. All of the grocery bags were on the kitchen table along with a Target bag. When she saw me walk in a strange look on her face came over her face. “Are you okay?” I asked her when the look stayed, and she didn’t say anything to me. “Something happen at the store?” “Are you okay? You didn’t respond to that text… I am really sorry. I can’t tell you how sorry I am.” She blurted out. “What text? I don’t know what you are talking about.” I said, realizing my phone was sitting in the office. “You haven’t see the text I sent?” She asked, shocked. “No… I don’t think so. Why?” I replied. I saw that her mind was racing. She then let out a deep sigh. “I accidentally sent you a text meant for my sister. You texted me about the coffee, but it didn’t feel my phone vibrate or hear it chirp so when I picked up my phone, while waiting in the check in line, I thought I was replying to one she had sent earlier.” She told me without looking at me. “And? You texted her something you wouldn’t want me to read?” I asked nervously. “Yes.” Was all she said. “Oh… should I go read it or do you want me to tell me what you sent her?” “What I would love for you to do for me is to delete it but… well now that I have told you about it you will be wondering what I sent and worried about it.” She said, finally looking at me as she spoke. She was right. I would wonder. I turned and headed to the office to get my phone. I picked it up and took it back to the kitchen. All the groceries were put away and Judy was sitting at the kitchen table. When I came in, she looked up at me and frowned. I sat down and opened my phone. “Just promise we will talk after you read it, please.” Judy pleaded. I nodded my head and opened my texts. ‘Honestly, I wished I had let him do it when he first hinted at wanting to. He has always been good at it but I let him taste a little of my pee… OMG! And yes… right now he is home wearing one of those adorable pink princess diapers, it is probably wet, and one of my pink sleep shirts.’ That is what she had replied to me when I had sent her the text about needing coffee. “So, Jane knows… why?” I asked flatly. “I really freaked when I found you wearing a diaper. Like really freaked. I didn’t know what to do and I reached out to her. I am sorry. She swore she would keep it a secret.” Judy looked directly at me, but I could see fear in her eyes. “You also told her about me wanting to go down on you after you peed? Did you tell her about me going down on you after I came in you also? Do you tell her everything?” I asked, shock and a little anger were in my voice. “Yes… No… I mean not everything but the pee and cream pie stuff…yes. I was bragging a little honestly… Steve won’t go down on her at all. I have always told her how amazing you were at it… but for some reason I wanted to make her even more jealous of how incredible you make me feel when you do it after I pee and the amazing orgasms I get to have. I am sorry.” Her voice trailed off a little. “The… the diapers. What did she say about that?” I asked nervously. “She… well she was surprised but she basically said it wasn’t hurting anyone and if it made you happy why should I care. She went onto say there were worse things that could turn you on or you could be into. She did say you should have told me about it but understood why you hadn’t.” She said that with a little more confidence. While I was absorbing everything, she was saying I realized that I need to pee again, along with the iced tea I had drank a lot of coffee, and water in the morning. I was trying to decide what to say next to her when I realized that I was peeing in my diaper. “You are wetting it right now, aren’t you?” She asked me. I just nodded. I was still mad at her. “I am really sorry I told Jane, but I promise she has been very supportive of you. She said she understands all of it, even the… humiliation part. She says that is why you like the girly stuff. It was her idea for me to start referring to you as my diaper princess.” Judy reached over and took my hand. “And was jealous of the other stuff?” I asked, feeling my anger dissipate some. “Definitely, she told me you could go down her while she was peeing, if that is what it would take for her to get some oral sex, especially if it meant she would orgasm.” Judy laughed. I smiled. The thought of it turned me on. I had fantasized about Jane on more than a few occasions and while it had been a while, I had jerked off a couple times while looking at Facebook pics of her in a bathing suit on vacation. Judy was prettier but Jane was a little thicker and had larger breasts. “Oh my God… you are thinking about that aren’t you and it is turning you on. Your face is so easy to read. It is why I can tell when you are wetting your diaper.” Judy had a mock expression of surprise on her face. “No… I mean… not really.” I responded. “Hmm… let me check.” She got up from her chair and came over and kneeled next to me. I was trying figure out what she was doing when she reached for the front of my diaper. When she found my mostly hard dick, trapped in my diaper she smiled at me. She squeezed it through the soggy diaper and then slowly rubbed it. I let out a loud sigh as she did it and her smile grew. “Hmm… I think my little diaper princess is more than a little excited. Your pretty pink diaper is also very wet isn’t it sweetums.” She looked right in my eyes as she started to use her baby voice tone. “Uh… yes…” I breathed out heavily. “Does my hand feel good… do you want me to keep rubbing you through pee pee soaked girly diaper… princess?” She continued in her baby voice. “Oh God Fuck yes.” I told her. “Oh… not sure someone wearing diapers should use that word… especially when their very wet diaper is covered with cute little princess and is such a pretty pink.” She was in full baby talk mode. As good as her hand felt it was what she was saying that was really turning me on. I felt her other hand pull gently on the tapes on one side of the diaper. When the tightness was gone my dick was able to stand straight up towards my stomach. Judy smiled at me again as she retaped the side she had undone. I was completely turned on and I could see she knew it from the look on her face. “You know my sister said she would babysit you. Would you like to have Jane change your wet diapers? She would have to make sure you are nice and clean, running a wipe all over your diaper area, especially your pee pee, and then put on a fresh girly pink diaper on you nice and tight.” She was now squeezing my soaked diaper around my cock and jerking it up and down. I knew my orgasm was close. “Would my little diaper princess like to see Jane’s boobies hanging down in front of him while she did that?” “Oh Jesus.” I cried out as I orgasmed while I imagined Jane kneeling next to me, her tits almost on display and taping up diaper. I looked at Judy and she was smiling as she slowly stopped squeezing and stroking my dick through the diaper. I felt my cheeks redden suddenly, very embarrassed at what had just happened. She stood up and then leaned down and kissed me. It wasn’t a passionate kiss; it was a kiss that showed me she loved me. She then stood up and took my hand. “Come on sweetums lets go change that diaper.” As we walked out of the kitchen, I was processing everything that had just happened. Judy’s teasing had been a huge turn on. While I had cum in a wet diaper before while jerking off, it hadn’t felt nearly as good as that just had. I also wondered if she was serious about what she had said about her sister babysitting me, and if she was, would I really want that.
  9. Chapter Five “Hey, can you get that, it must be the pizza delivery.” Judy yelled from the kitchen when there was a loud knock on the door. I was still wearing just a t-shirt and a diaper, one that was now probably noticeably wet so there was no way I was going to answer the door. “What, you are kidding right?” I said immediately. Judy came walking out of the kitchen with cash in her hand and smiling. It was obvious that she was kidding. As I listened to her pay the delivery boy, I started to wet my diaper, enjoying the feeling as my crotch warmed. “I was kidding, but those diapers are really cute you should show them off.” She giggled as she went by. I stayed sitting on the couch having paused Outlander. Judy came out and handed me a plate with a couple slices of pizza on it and a beer. She went back to the kitchen and returned with her own plate and a glass of wine. I hit play and started to eat followed by a swig of beer. “It is a bit of dichotomy… watching you drink a beer while wearing a baby diaper, a pink one covered in princesses.” Judy said, looking at me and then continued. “Although I can see how it might also be convenient to be diapered while drinking beer.” I wasn’t sure how to reply or even if she expected a reply, so I just continued to eat and finished my beer. I was still hungry, so I got up to go get another slice and another beer. Moving caused my diaper to crinkle loudly and when I stood up, I could feel it sag just a little. “Oh… you are wet again already. Do you need a change?” Judy asked, I noticed a slight slur to her words. “No… do you want more pizza or wine?” I asked over my shoulder as I headed to the kitchen. “Sure.” Was all she responded. I got each of us a slice of pizza then another beer out the refrigerator for myself. I looked over at the counter and saw her wine bottle and picked it up. I noticed it was almost empty and I was pretty sure she had opened a new bottle this afternoon. I carried the pizza out on my plate in one hand and tightly held the beer bottle and wine bottle by their necks in the other. I filled Judy’s glass and set the empty wine bottle on the coffee table and put a slice of pizza on her plate. I then took a seat on the other end of the couch from her, she turned the show back on. We ate and drank in silence. When I looked at my phone, I realized that it was way later then I thought, almost nine o’clock. The episode we were watching ended about thirty minutes later and I got up and grabbed the plates and my beer bottles and took them into the kitchen. While I straightened things up I felt the need to pee again and stopped and held the counter and wet my diaper. I could feel the warmness running down between my legs as the rear of the diaper swelled. “You are peeing right now, aren’t you?” Judy slurred. I jumped. I hadn’t heard her walk into the kitchen and she surprised me. “Uh yes.” I responded. “That thing looks like it soaked. You don’t mind that?” Again, I could tell she was at least a little tipsy. “No.” I told her and picked up the empty pizza box. I headed towards the garage to throw it in the recycling bin. I saw the empty wine bottle in her hand and took that from her also. When I walked back in Judy was leaning against the counter, her eyes immediately dropped to the front of my diaper. She got a strange look on her face and stepped over to me and grabbed the crotch. “Hmm… so you aren’t hard right now. Does that mean that wetting the diaper isn’t a turn on? Is it just putting it on that turns you on? You were rock hard when I diapered you earlier. And you shot your load almost as soon as I started stroking you.” She had released her hand. “The being diapered by you and you teasing me about the diaper and the… almost baby talk, that is what turned me on earlier. Wearing and wetting it are more… they just make me feel… something different.” I told her. “Okay… just trying to understand this new perversion of yours. I am going to head to bed to read a little if I can keep my eyes open. I can change you again if you want.” She said. I was focused on her comment about my new perversion and hadn’t responded when she continued. “But… you aren’t wearing a diaper in our bed. If you want to be diapered when you go to bed you can sleep in the kid’s room. I would suggest in either Timmy’s bed since it has the mattress cover on it still or Tammie’s beds since it has the Disney Princesses sheets on it and would go good with your diaper and you seem to like girly diaper stuff.” She laughed. “I will take care of it myself.” Was all I said as I felt a little arousal starting at her comments. I took a few minutes to finish cleaning up. I realized how much I was enjoying feeling the now pretty soaked diaper as I moved around. I locked the house up and then checked in my office. The bag of diapers was sitting on the couch still and my first reaction was to hide them away but then realized I didn’t need to hide them from Judy. I quietly went into the bedroom and my wife was tucked into the bed with a book in her hand. She looked up and grinned as I headed into the bathroom, I was closing the door as she called out. “Don’t leave that wet diaper in the bathroom. Take it out to the trash please. I don’t want this room to start smelling like pee.” I told her okay and closed the door and removed my t-shirt first. I untapped the diaper and when I pulled it off me I realized just how heavy wetting it three times had made it. I climbed in the shower and enjoyed the hot water rinsing me off. I took extra time on my groin making sure any urine was washed away. I really didn’t want to end up with a rash. When I stepped out of the shower, I realized I was missing the feeling of the diaper between my legs. I had worn a diaper for over twelve hours today, it had felt normal to have the bulk there. I quietly exited the bathroom, and I could see that Judy had fallen asleep and her book was laying in her lap. I followed her directions about the diaper and came back and gently removed her book and then turned the lights off and climbed in next to her. Looking over I realized how lucky I had been today with how she had reacted to discovering my diapers desires. I woke up the next morning and rolled to my side. I looked over and saw that Judy’s side of the bed was empty. When I looked at the clock it said six thirty-seven. That was pretty early for her to wake up on the weekend. I stretched my arms and legs and slowly climbed out of bed and went to pee and brush my teeth. I found Judy in the kitchen sipping from her coffee cup. She had her iPad in her hand and when she sensed my presence, she looked up quickly and then set it down. I saw her look down at my waist, I guess checking to see if I was wearing my standard lounge shorts. “Good morning. You are up kind of early.” I said. “Yes, woke up and couldn’t get back to sleep. Been out here thinking.” She replied without really looking up. “What about?” I asked nervously. “I bet you can guess.” She at least developed a small grin as she said that. “And… what are your thoughts?” This time I am sure she could sense my nervousness. “They are kind of all over the place… I am sad that all your life you had this feeling of not being loved as much as your brother, at least at one point in your life. I am angry that you hid this from me. I am scared that you haven’t told me everything. I am nervous that a small part of it is a little turn on for me. I worry that this will end up controlling our relationship and that we won’t be able to find a… I guess compromise.” She stopped and took a big sip of coffee. I wasn’t sure what to say what she had just said. I just kept looking at her. “My biggest worry though is what I am going to be to you. Am I going to be your wife? Am I going to be your mommy? Or am I going to be your babysitter?” She said looking right into my eyes. I took a deep breath. “You will always be my wife. No matter what. And if this too much I will stop, and you won’t have to worry about the rest of it.” “Thank you. Honestly, I know you think that, and I know you would try that but I bet at some point, next month, next year, three years from now… but at some point you would be back to sneaking around in diapers again. They stimulate you both emotionally and physically too much for you to deny yourself forever. Plus, I can’t ask you to do that.” She smiled at me. “Well then, I will only do it when you aren’t around. You won’t have to know when I am doing it.” I quickly blurted out. “That might work… for me at least. The thing is I saw how much you enjoyed me diapering you and we both know how much you enjoyed me using the wipes on you.” She laughed as she said it. “I want you to get to experience that.” “But if you don’t want to be a part of it, I understand. I also understand how you could see it as gross or whatever.” I said sincerely. “Honestly… it really isn’t that gross to me. You licking me after I pee… or even when I am full of cum… that seems grosser to me although they both feel pretty damn good I will admit.” Again, a laugh but this seemed a little forced. “I promise there isn’t anything else… you know all… all of my kinks, or fetishes… or perversions as you call them.” I told her honestly. “You just want to wet them, right? I can’t do dirty diapers and it would gross me out if you did it and I knew. And you promise… you don’t want to be treated like a baby. No bottles and pacifiers and stuff like that? I was looking at some stuff on the internet.” She looked in my eyes. “Yes… just wet them. And no baby stuff.” I quickly responded. “What about the… the pink diapers… the princesses… are you sure there isn’t more to that than they just caught your eye?” She asked. “I don’t think so…” I hesitated. “You don’t think so… so there is more?” Her tone had changed some. “No… I mean… well when I looked at that sight there were… they had pink onesies and also a skirt with the same print as the diapers on them and I… well… I considered buying them also.” I looked at the table again as I spoke. “Why didn’t you?” “Because I honestly wasn’t sure why I was interested in them. Like the diapers, I thought they were pretty or cute or something and maybe that is why? Then yesterday when you would point out I was wearing pink and girly things… it was embarrassing or humiliating but it really turned me on when you did it.” I felt my cheeks redden as I spoke. “The fact you are grown man in a diaper and wetting it isn’t enough of an embarrassment, you need to add to it?” Her tone was a little harsh but also sounded like real curiosity. “I guess I do.” Was all I could think of to say. She stood up and went to refill her coffee. While she was there she held her cup up and I realized she was asking if I wanted one also. I nodded my head yes. While she got it and filled it, I was running this conversation through my head. I knew that things had gone easy yesterday and I should have expected this when she caught me. She brought my cup over and sat down at the table again. I took a sip trying to think if I should say something or what I could say to make this better. “If you had to choose right now between being diapered by me and maybe me jerking you off in your diaper or being able to wear and wet your diaper all day, or getting to watch and listen to me pee and then going down on me, or us having sex and then you going down on me. What would you pick?” She asked. “Hmm.” I responded just to stall. I honestly wasn’t sure. All of those were things I enjoyed. I was trying to think which one she wanted to hear. She probably wanted the last one but if I said that she would know that I was saying that because I thought she wanted to hear it. “Uh… watching you pee and then going down on you.” I said. “You really had to think about that, didn’t you. Well at least you chose one that had something in it for me also.” She again forced a chuckle. “I was trying to decide between the last two.” I told her. “Okay. Well… I will keep diapering you when you want it but as I said it won’t be every day. Also, on any day that I diaper you there will be no sex with me. I might jerk you off, but I don’t want you doing anything to me, understood. I also think that if you decide you want to be diapered that you are all in on it.” She explained. “All in? What do you mean?” I asked immediately. “That means diapers for the whole day… or if it is a Friday afternoon the whole weekend. No exception, except to poop. If I diaper you on Friday afternoon, you wear them until Sunday. Oh… and I have to change you, no changing yourself.” She lifted and eyebrow to me and she took a sip of her coffee. I actually liked the part of her changing me but the whole weekend seemed like a big thing to commit to. “Okay.” I said and took a sip of my coffee. “Do you want me to diaper you this morning?” She asked. “We are going to the winery later with Jane and Steve.” I responded. “Good memory. If diaper you, you would have to either stay here unable to change your wet diaper or go with us wearing your diaper. Just wanted to make sure you understood.” She laughed. I got up. “Want some French Toast this morning?” “Sure.” She said. I started getting the stuff together to make our breakfast. At some point she started to talk about her work and some family stuff and suddenly the morning felt like most of our weekend mornings together. I was happy to know we could do that. After breakfast we both did some chores. Since Jane and her husband were picking us up, I put the diapers away on the off chance they would come into the office. I couldn’t resist pulling one out of the package and inhaling the scent of it. I actually felt myself harden a little just from the scent and feel of the diaper. Around eleven I went to shower and found Judy already in there. She wasn’t a fan of showering together so I resisted the urge to climb in with her, but I did enjoy admiring the outline of her nude body through the shower door. Seeing her breasts, I had brief thought of laying in her lap in a diaper and sucking on her tit. Again, I felt myself stiffening some. “I have to admit that after being a couple for as long as we have been it is nice to know I can still get you to stare at my naked body.” She said as she was wrapping a towel around herself stepping out of the shower. “I have to admit I am a lucky man because my wife is hot as fuck which makes it easy to stare.” I said sincerely. Judy leaned over and kissed me. “Thanks. Now take your shower so the steam will escape, and I can do my makeup.” I followed her direction and just after noon we were both dressed and ready to be picked up. Judy had again worn leggings with a soft sweater that covered most of her ass when she was standing. I was wearing shorts and pull over on top of a collared shirt. When my brother-in-law and sister-in-law arrived, they were dressed similarly. We chatted about their kids on the way to the winery. They were both a little nervous since xxxxxxx was babysitting. They were going to be gone for four hours, which would be the longest time they had been gone with her watching them. It was a nice day, and the wines were good. We got a couple of chartuerie boards to serve as our lunch and since Steve was driving Judy and I had our fair share of wine. As we were heading out Jane asked Judy if she needed to use the bathroom and she told her no. They exchanged funny smiles when Judy said no to using the bathroom. When Jane headed in Judy winked at me. Ten minutes into our twenty-minute drive Judy started to squirm just a little sitting next to me in the back of Steve’s F150. I recognized it as her needing to pee and realized that she had done it for me. By the time we pulled into the driveway ten minutes later I could tell she was getting anxious. I had to fight a chuckle as Jane just kept talking. “Sorry… I need to run in, and pee or Steve’s seats are going to get wet. Thanks for driving. I will text you later Jane.” Judy announced as she sprang out of the truck. I said my good byes and got out of the truck. I wanted to get into the house as soon as I could so hopefully I would be able to hear Judy peeing as soon as she got in the house. “Enjoy.” Jane said with a laugh as I was getting out of the truck. I quickly walked to the house wondering what Jane meant as she said that. When I stepped inside Judy was standing outside the bathroom door with her legs crossed and her hands pressed between her thighs. I am sure surprise showed on my face. “Jesus, did you walk backwards or something?” She yelled out. “What?” I asked confused. “I was waiting for you. Come on.” She said, grabbing my hand and pulling me into the bathroom. I stood dumbfounded and she yanked her sweater off revealing a lace maroon bra and then rolled her leggings down and stepping out of them. I think the second her ass cheeks hit the toilet seat her bladder released with force. She had spread her legs wide and watched as her pee gushed out of her. My dick immediately got hard. She continued to pee, and my eyes never left her crotch. Eventually it slowed to a trickle and Judy reached for my hands and pulled me forward and down. When I caught onto to what she was doing I was on my knees, and she scooted forward. Her pussy was wet and moved my face and began to lick her pee from her lips. I heard Judy moan and that encouraged me to lick her everywhere. Eventually the taste changed from pee to her wetness. I had always enjoyed how she smelt and tasted so I continued to lick her, trying to get my tongue as deep as I could. Her clit had swollen considerably, and I started to focus my attention it. It was probably a minute later, and I heard her breathing quicken. “God… why was I so reluctant to let you do this. You have always been incredible at it but tasting my pee makes you insatiable. Fuck.” I heard. I sucked her clit between my lips, pushed my tongue against it and quickly slide two fingers in her and curled them up to rub the inside of her pussy. “Oh Jesus… Yes!” She shouted as my face was flooded with her cum. I continued to lick her juices until her hands pushed my head away. I leaned back and her eyes were still closed. She slowly opened them and smiled at me. “I love you.” I said to her. “Right now… l love you more.” She laughed. She pulled a hand towel off the rack and handed it to me, and I wiped my face off. She took it from me and wiped it between her legs. When she stood up, she flushed the toilet and then picked her leggings and sweater up and stepped out of the bathroom. I followed behind her, mostly so I could eye up or her naked ass. As we walked down the hallway to the bedroom she looked back over her shoulder and smiled because he knew where my eyes were focused. When we walked into the bedroom she stopped and turned around and a look of mischievousness suddenly showed on her face. “Two options. Option one I bend myself over this bed and you can have your way with me.” She laughed as she watched my eyes widen. “Or option two. Tomorrow, a full day in your diapers including at least one hand job while you are wearing them.” She grinned and raised an eyebrow. My already hard dick was really rooting for option one but option two sounded amazing. Especially since I hadn’t had a diaper on since last night. My dream was for Judy to participate in my diapering and she had said earlier that I had to agree to her diapering and changing me on diaper days. “It really isn’t fair to ask me that while you are naked, or nearly naked and just wearing a bra that makes your tits looks amazing. Especially after I got all worked up tasting your amazing pussy.” I said buying time while I thought. “I know that is why I did it.” She forced a sinister laugh. “Can I suck on your tits while wearing a diaper?” I asked. “What? I thought you said this wasn’t a baby thing?” She suddenly sounded alarmed. “It isn’t… but… you have fantastic boobs.” I said smiling. “Okay… I will throw that in also.” She replied and moved over to her dresser. My dick continued to strain against my shorts as I watched her pull on a pair of shorts and a t-shirt. She then walked over and kissed me and headed out of the room. I sat on the edge of the bed and wondered if I had made the right decision.
  10. Chapter Four Judy had moved over closer to me as she did that, I saw she had looked over at the couch and saw the package for Pink Princess Rearz diapers sitting on top of it. I continued to be frozen in place with my heart racing so fast I could feel it. My skin, especially my face, felt flushed and my mouth was suddenly very dry. “What the HOLY FUCK is going on?” Judy asked, stopping beside my chair. I was trying to find something to say and couldn’t. I had no idea how to begin to answer that question. “Mike if you don’t tell me what this is about, I am walking out of this room and probably out of this house…. Most likely forever.” She said looking down at me. “I… I… I…” I started to cry. “Jesus… you sound like a fucking toddler, you are wearing a diaper, that looks like you have wet, and now you are crying. I need to know what is going on. Right now!” Judy said the anger in her voice was growing. “I like to wear diapers.” I somehow managed to spit out. “Obviously… why do you like wearing them? And how long has this been going on?” Her tone hadn’t changed. “Can I… can I take this off and clean up really quick and then we can talk?” I pleaded. “But you like wearing diapers. Why do you want to take it off?” She asked, both sarcasm and anger evident in her voice. “Judy… please… I…” I just stopped, not knowing what to say next. I felt my lip trembling. “Please? Please what? Help me understand what is going on here. I walked in and I find you wearing a diaper, a pink girly one, one that fits you… and is wet. Where did you even get that at?” She asked. There was silence. She just stood staring at me, and I hung my head, occasionally looking up. Each time I found her eyes looking right into mine. “Okay… you aren’t going to tell me, I guess. I am going to go get some things and leave. Don’t reach out to me. I will contact you about what happens next. When I get to my sister’s, and she asks why I am there I am going to tell her. When your parents and brother ask why we are separated, I am going to tell them. This isn’t a threat it is just me being honest.” Her tone was very flat with no anger. I watched her slowly walk out of the office and head down the hall. I faintly heard a door open and realized she was going down to the basement to get a suitcase. I knew I had to do something. I couldn’t let her tell all our family what she had found. More importantly, I couldn’t let Judy walk out of my life. She had quickly come back upstairs, and I could tell she was heading to our bedroom. I stood up and as I did, I felt the diaper sag as I did. When I looked down, I could see it was obvious that it was very wet. I again froze up deciding if I should remove it and put my shorts on or keep it on, and head to the bedroom. Judy’s suit case was lying open on the bed when I walked into our bedroom. The bathroom door was shut, I heard the toilet flush, and I realized the irony of that happening. When she stepped out her eyes widened with shock. As she looked down and saw I was still in my diaper her eyes showed surprise or something. “I… don’t want you to leave.” I said quickly. “I figured when you thought about me being honest with our friends and family on why I left you would say that.” She responded immediately. “It isn’t that. I don’t want you to leave. I love you.” I told, accenting the word her. Her eyes responded to hearing that. I could tell that it had hit some emotion with her. She went and sat on the edge of the bed. “Okay… than explain that!” She pointed at the diaper; angers flashed in her eyes. “Can I take it off first, please. Then I will tell you. I promise.” I pleaded. She just nodded her head yes. I moved to my dresser and grabbed a pair of shorts and stepped into the bathroom. I removed the tapes and held the diaper instead of letting it fall to floor. I didn’t want Judy to hear it thudding as it landed. I rolled the diaper up and sat in on the edge of the sink. I grabbed a wash cloth and cleaned myself quickly before pulling the shorts up. When I stepped back into the bedroom Judy had her head in her hands. When she looked up, I could see her eyes were wet. She wasn’t crying but she was close to it. I moved past her and sat on the bed as far away from her as I could. It grew quiet again. “I am listening, Mike. Start talking.” Judy directed. I gave her the history of my brother’s bed wetting and my mom diapering him and the emotions and feelings that had caused. I told her about stealing his diapers and wearing them in my room. As I spoke, I saw her face softening just a touch. “So, you have been doing this since then?” She asked. “No… I stopped. I got interested in girls and about that time my brother stopped wearing them. I hadn’t done it for a really long time. I didn’t even think about it.” I told her. “When did you start wearing them again then?” She asked anxiously. “A few weeks ago. I was cleaning up the kids’ room, I needed a distraction from work, I was stressed, and anxious, I saw Timmy’s pullups and something… I don’t know… they just… I was pulled to them. It started then.” My voice lost its confidence as I kept talking. “You started wearing diapers again because you were stressed and anxious? And it helped you with your stress and anxiety?” She asked with what sounded like genuine curiosity. When I saw her face and heard her tone, I suddenly felt like maybe I had a way out of this. Maybe if she believed that was the reason I was wearing them, she would accept it. If she thought, I was doing it for a sexual turn on it would just further confirm to her that I was a deviant or a real pervert. “Yes… there is something comforting… or… stress reducing… I don’t really know why it is…. But it is.” I told her. “So… you like wearing them because… they help with stress and anxiety? It is an escape? Like you imagine you are toddler or something? No grown-up responsibilities?” Her tone was genuine curiosity and so was the expression on her face. I took a minute to figure out how to respond to that. I didn’t want to lie to her, but I was also scared to tell her that the bottom line was I just really liked how it felt to wear them and wet them. I also knew that telling her I got turned on by it and even more by the idea of being embarrassed about wearing them probably wouldn’t go well. “I hadn’t thought about the toddler thing… I don’t think that is it. I just… when I have them on… it provides me comfort or something.” I stuttered as I spoke. “Oh… and why pink? They are very… well girly. Where did you get them from? I have never seen anything like those at the store. Did you order them or something?” The suspicion in her tone was coming back and she looked right at me as she asked. I had no idea how to answer that question, partly because I still wasn’t really sure myself. I did know though that I really liked that they were pink and girly. “I did order them. From a place that sells diapers to people who like wearing diapers or acting like or being treated like a baby. I can’t answer the why for the pink but when I went on the website I was drawn to the pink ones and that is what I bought.” I told her honestly. “Hmmm…. do you want to be treated like a baby? How did you find the place you ordered them from?” Her tone was back to inquisitive. “No… I don’t want to be treated like a baby. And from googling stuff about people like me.” I quickly responded. “Okay… so, you don’t want me to put your diapers on and… I guess change them when you wet them. You like peeing in the diaper right, I mean the one you had on was obviously very wet. You don’t… you don’t poop in them, do you? Her tone was harsh. Again, I was faced with the question if a honest answer would make this worse than it already was. The reality was I would love for her to diaper and change me. Just thinking about it right now caused a little arousal even with how scared and nervous I was. I also wondered how she would react if I told her I liked to wet them and how it felt. “I uh… well… So…” She cut me off. “Just say it okay… right now… all I want is honest answers. Once I have those, we can figure out what… what happens next… but I promise you this, lying will turn out really bad, got it?” “Yes… I like peeing in them. I like how it feels when I do it and how the diaper feels after I do it. And I only pee in them.” I said quickly. “And what about the being diapered and changed part.” She interjected before I had been able to continue. “Yes… or at least I think I would like that. I struggle to get them on as tight as I would like to. Plus… well I just think I would like to have that done.” I said looking down as I spoke. “See… that wasn’t that tough. Getting them on tight part actually makes sense, which may be the first part of all this that does make sense to me. The one you had one earlier was sagging pretty badly.” She forced a laugh. “I am sorry.” Was all I could think of to say. “Actually, the reason that you were interested in doing it when you were younger makes sense also. Not sure about now but back then I kind of totally understand.” She said looking into space and not at me. The room got quiet, and it felt like she was deep in thought. I wasn’t sure what I should do so I just sat there waiting for her to say something. The tension was thick enough you could feel it. “I am honestly trying to decide what I think about this. I was still unsure about the whole wanting to go down on me and taste me after I pee deal. I thought I could deal with that. And that was already on top of the eating cream pies thing. Now you add this. If there is anything else you better tell me right now!” She ordered. “There isn’t. I promise.” I blurted out. “Well I need some wine and I don’t feel like cooking tonight, so I am going to order a pizza later for dinner. I still don’t know what this means.” She got up from the bed and walked to the door as she talked. “Judy, I am sorry.” I told her. She stopped and turned around. “I think what you are really sorry about is getting caught but I do believe you are sorry I am having to deal with this also.” “Why are you home early today anyways?” I asked. “Half day today because of the holiday on Monday.” She said and turned and walked way. Fuck, I forgot all about Monday being a holiday. They changed the school calendar this year and now pretty much anytime there was a Monday holiday, Friday was either a half day or full day off. I laid back on the bed trying to figure out how I had gotten so careless and did not realize she was only working a half day today. I don’t know how long I laid there feeling sorry for myself for getting caught. It was probably at least a hour. I got up and headed into the bathroom. All the water and coffee I had earlier made me need to pee. When I finished, I grabbed the used diaper and took it out to the trash can in the garage. I know I didn’t need to hide it, but I still buried it deep. I didn’t want Judy to see it if she took something to the trash. I came back in and went into the kitchen thinking I would see Judy there. When she wasn’t I went to look for her. “These things are really thick.” Judy said holding up one of my diapers as I stepped into the office. I had forgotten about the package sitting on the couch. I stood in the doorway not sure what I should say or do. Judy had a diaper in one hand examining it and a large glass of wine in her other hand. “And the design is actually pretty cute. I can kind of understand why you choose them. Did they have plain ones, or I guess boy ones?” She turned and looked at me. “Yes.” Was all I could say. “Well as I said these are cute.” She smiled at me. “I think there is more to why you picked them but maybe you don’t really know yourself.” “I will put them away.” I said moving over to take them from her. “Or… I could put this one on you…” Judy looked up at me. My heart started to race again. I stood there trying to determine if this was possibly a test or something. I also wasn’t completely positive, I wanted Judy to do that. I loved the idea of it but in the back of my mind I was worried how it would affect our long-term relationship if I allowed her to diaper me? Would it change how she saw me. “Uh… now?” I asked trying to buy time. “Yes… now. You said you wanted that didn’t you?” Her tone was clear that this was an important question. “I… yes… I did. Do you really want to do it?” I asked, my nervousness was clear in my response. “Honestly, no I don’t want to do it. But… well I want to find out if I can do it and accept that you want to have it done.” Her tone was very matter of fact. “Maybe… we will find out that both of us don’t want this and I can stop wearing them. Once the novelty has been satisfied and gone, I may not even want to keep wearing them.” I responded knowing that was probably pretty far from the truth. “So… then we should do it.” She took a gulp of her wine, sat the glass down and started to unfold the diaper. My heart started to race again as I watched her do it. She motioned for me to remove my shorts and told me to lie down on the floor. I started to hesitate but knew I had to do this and if I was honest the idea of it was starting to turn me on a little. I slid my shorts off and laid on the floor. Judy got off the couch and kneeled next to me. Our eyes met and she forced a small grin on her face. She looked uncertain of what to do. “Uh… lift your butt up so I can slide it under you.” She directed. I pushed up with my heels and my butt came off the floor. She had moved between my legs and slid the diaper up under me. When she had it in place, she tapped my thigh indicating I should lower myself back down and I did. I felt some contentment as I felt the soft thickness under me. “Okay… let’s get this on nice a tight for my little sweetums.” She used an almost baby voice and there was a lot of reluctance in her tone. At the same time, she leaned forward, and I could see her cleavage and the lace of her bra in her blouse. I felt my penis begin to stir some. Judy eyes widened a little as she saw it starting swell and stiffen. “Oh… I need to get this in place, looks like someone is excited about being diapered, huh.” She used the same tone which caused more arousal. She used one hand to push my penis down while the other hand brought the front of the diaper up between my legs. She held it in place and quickly taped the lower tapes. She then pulled firmly on the side of the diaper and tightly taped the top ones in place. It was immediately evident that the diaper was on much tighter than when I done it myself. “All good?” She asked, it was obvious she was uncomfortable as she rocked back on her knees. “Yes… thank you.” I said nervously. My dick was trying to stiffen even more but Judy had gotten the diaper tight enough that it was trapped and forced to stay pointed downward. I started to get up as I watched my wife stand up and pick up her wine glass and take another gulp. I reached down for my shorts thinking I would pull them over the top of the diaper. “Nope… just the diaper. At least for now, how will I know when you have wet it and need a change if you cover it with shorts. Plus, it is so cute, you don’t want to cover it up and not be able to see it do you?” She used that same almost baby tone and forced a smile as she said it. I hesitated but knew that it was a directive I would have to follow. I stood there feeling exposed and vulnerable in just the diaper. Judy looked down at it and up at me. This continued to test the tightness of the diaper as my embarrassment turned me on. “Speaking of changes? Did you get any wipes? I will have to clean you when it is time for a change. Don’t want you getting a rash.” She asked me. “No… I normally just take a shower.” I told her. “No worries. I am pretty sure there are a couple of unopen packs in the kid’s room.” She said as she walked out of the room. I stood in the office with just my t-shirt and diaper on. The bulk between the legs forced my legs apart and as I walked, I could hear the crinkle from it. I was still trying to figure out exactly how I felt right this second. My mind struggled between having my dream and fantasy realized and the fact that my wife not only knew I liked to wear diapers but wet them also. As I ran that through my mind another thought suddenly invaded it. I had been on a Zoom meeting with Janice when Judy came home and discovered me. I had abruptly, without explanation, shut that meeting down. I also had a vague memory of Janice asking what Judy had said right before the ending. I went over to my desk and opened the laptop. The meeting had been closed out. I then opened my emails. Nothing unusual there so I picked up my phone and saw some missed text messages. I nervously opened the app and saw there were three new messages from Janice. ‘Not sure what happened or what was going on but please reach out to me when you get a chance.’ The first one said. ‘We need to send something to the rest of the group by this afternoon. Please reach out to me as soon as you can.’ She had sent about an hour later. ‘Hey… if you are avoiding me because of what I heard Judy say. Don’t worry about it. Your secret is safe with me. I hope everything is okay with her. We really need to talk about this proposal and sending it forward.’ This one had been sent about twenty minutes ago. I looked at the clock and saw it was just after three. If I reached out to her now, we could have a quick discussion and have something sent to the group by four. I reluctantly started to type. ‘Can you meet on Zoom in five minutes? Still have time to get it out in time. Sorry for any inconvenience today.’ I sent. She immediately texted back yes and right after a meeting invite came into my email. My mouth was super dry, and I took several large drinks of my Smartwater before nervously hitting join on the meeting invite. The screen opened and I saw Janice. She had what looked like a forced smile on her face. “Sorry.” I said immediately. “It is okay. Thanks for meeting. Hope everything is okay there.” She responded. I nodded my head yes and we immediately finished going over our review and putting together our recommendation to bid on this proposal. It was easy work and Janice said she would complete the cover sheet and other paper work and send it on. I was happy to hear her offer to do that since she had done the last one and it was really my turn. My need to pee had built again and felt myself easily begin to wet my diaper. I was worried that something would show on my face as I did it and that somehow Janice knew what was happening. “Well okay. I will get that done. I guess we can catch up next week. I hope you have a good weekend.” She said her tone was a little uneasy. “Thank you. I hope you have a good weekend also. Let’s plan on catching up on Tuesday since Monday is a holiday.” I responded. “Sounds good.” She hesistated. “Mike… I… well… I promise I won’t say anything to anyone… we all have our… quirks.” “Thank you. That means a lot. This is kind of new and… well… never mind. Just thanks for keeping it to yourself.” I said feeling some emotion overcome me. “Okay… and if you need to talk to someone… I am a good listener and very non-judgmental.” She gave me a genuine smile. “Thank you, Janice. I might. Take care.” I said and logged out. Thirty minutes later I was going through my emails when Judy stepped into the doorway of the office. I looked up and she silently asked if I was in a meeting. “No. Finished one a little while ago.” I said out loud to her. “Do you have to work much longer? Um… are you wet… do you need a change?” She asked hesitantly. “I am wet but don’t need a change right now.” I answered immediately. “I am thinking about firing up an Outlander Marathon. It is rainy and gross out seems like a good way to spend a late afternoon and evening. Want me to wait for you?” Judy said. “Uh sure. Give me fifteen minutes, okay?” I asked her. “Okay… I will be in the family room.” I met her there fifteen minutes later. She was sitting on one edge of the couch, so I sat on the love seat. When I had walked in I had watched her eyes immediately move down to my diaper. I saw a smirk on her face but at least it wasn’t disgust. She set her phone down and picked up the remote started up Outlander. I felt her phone vibrate on the couch and she picked up and read the message. I couldn’t decide what exactly her facial reaction meant as she did it. She immediately started typing and then set it back down. As the episode we were watching came to an end I could feel the pressure in my bladder increasing quickly. Judy had jumped up and gone into the bathroom. I am not sure why, but I struggled a little to pee again in my diaper. I had just started to get it to flow freely when Judy walked in the room. “Uh… the couch is going to be okay, right? I mean your diaper was wet and you are wetting it again, it won’t leak, will it?” She sounded a little alarmed. The truth was I wasn’t sure. I didn’t think it would. It felt like Judy had gotten it on tightly and it seemed really absorbent but I didn’t have a lot of experience with them. I was also surprised that just by looking at me she could tell I was wetting my diaper. I lifted my butt up and looked under me. The couch was dry, and I didn’t see any indication of a leak. I decided to get another water from the kitchen and walked that way. I could feel the diaper sagging but not like it had when I had diapered myself. “That looks like it is really wet. Let me go grab a new one and some wipes. I will be right back.” Judy said jumping up from the couch. I got my water and came back to the family room and stood there waiting for her to come back. Seeing her walk in with a fresh diaper in one hand and the wipes in the other again caused conflicting emotions of excitement and fear. She used her eyes to indicate I should lay on the floor. I followed her direction and she kneeled next to me. She fluffed out the new diaper and set it off to the side. She then opened wipes and pulled several of them out and sat them with the new diaper. She positioned herself between my legs and nervously smiled at me before pulling all the tapes off. Seeing her smile and cleavage started building some arousal in me. “Okay… lift your butt up sweetums.” She used that almost baby voice again. I pushed my heels down and lifted my butt up. Her voice continued with that same tone. Judy pulled the diaper out from under and quickly slid the new one in it place and I sat my butt down on it. “Wow… this thing is really heavy you must have pee peed a lot, huh. Good thing you had this thick pretty pink diaper on.” She put a heavy accent on the words pretty, pink, and diaper, as she rolled the wet diaper up set it out of the way. The way she was talking and what she was saying was turning me on. I could feel penis stiffening and my arousal growing. She reached over and picked up a wipe. “This might be a little cool or cold sorry. They make warmers for them.” I flinched a little as she ran it over my butt the exposed part of my butt cheeks and then over my inner thighs. When she went to clean my balls, I felt my dick completely harden. “Want to make sure my sweetums is nice and clean. Good thing you already shave down here huh… and I guess you like this part.” Another forced laugh. She wrapped the wipe around penis and it fully hardened. I looked at her and saw her raise an eyebrow. “Going to be kind of difficult to get your diaper situated with this going on isn’t it sweetums. Do you want mommy to make sure your diaper will fit.” She had started to stroke the wipe up and down on my dick. I groaned as my orgasm quickly built and Judy quickly realized I was going to cum and pulled the diaper up and wrapped my dick in it and as I shot my cum into it. “Hmm… I think this might be about more than just stress and anxiety huh… seems like someone gets excited about being diapered. I should have known that. Have you cum in your diaper before? Be honest.” Judy was back to her normal voice. “Yes… I uh… jerked off a few times while wearing it.” I told her. “Before or after you peed in it?” She asked. “Both.” “And what got you so worked up this afternoon. I had barely touched you.” She said. “All of it… the wet diaper, you changing me, the voice you used, uh… the teasing about wearing a thick pink girly diaper. Seeing your cleavage as you did it.” I let it all spill out. “Thank you for being honest. I am still figuring this out and how I feel about it. So far, I think I am okay with what we have done but I don’t want this to be an everyday thing.” “I don’t want that either.” I told her but wasn’t totally sure about that. “Okay… well let’s get this girly pink diaper on my sweetums nice and tight… don’t want any leaks on the furniture do we.” She was back to the almost baby talk voice.
  11. I am sorry everyone. I must have hit 4 instead of 3 when I was updating it this morning. I corrected it. I also changed from 'part' to 'chapter' and didn't realize it. I will try to pay better attention to detail so I don't cause confusion. My stories will always have typos, etc. but those were dumb mistakes. Unfortunately, the next part won't be posted until the middle or the end of next week. I promise to get posted as soon as I can.
  12. Chapter 3 The next week saw more of the same routine for me. I would wait for thirty minutes after Judy left for work and then diaper myself. All morning I would drink coffee and water and about an hour before lunch time my bladder would be very full, and I would start to wet the diaper. I had found that with the pullup in them as a soaker, they could hold about three wettings. I liked for the diaper to be pretty wet when I would leave the office and go to the kitchen to put my lunch together at noon. Normally I would wet it once will doing that. It had become a lot easier this week for me to release my bladder into the diaper when I was sitting or standing. Normally I would change my diaper right after I finished lunch and wet the second one. Right at two o’clock it would be time to remove that diaper, bundle it up in a trash bag with the morning diaper, take a shower, and then throw on my normal clothes. I would then bury the used diapers in the trash, hide my stash again and have about a forty-five-minute buffer before Judy got home. I only got myself off while wearing the diaper on Tuesday that week. I had found that I really liked the visual stimulation of seeing and talking to Janice to get me going. We only had a Zoom meeting scheduled on Tuesday that week. I was happy on Wednesday that I hadn’t jerked off during the day because when Judy got home from work, I could tell she was pretty frisky. I was finishing getting dinner ready, when she walked into the kitchen wearing a short t-shirt and panties and smiled at me. “Dinner will be ready in like two minutes.” I told her, trying to hide the surprise in my eyes at what she was wearing. “Okay… let me just go pee really quick.” She responded, she accented the word pee and winked at me. I watched her ass in her panties as she walked away and saw she didn’t close the bathroom door while she was peeing. From the kitchen I could just hear the sound of her bladder releasing into the toilet. She grinned as walked over to the table and sat down to eat as I brought the food to the table. “You don’t have to eat so fast; I am not going anywhere and if you haven’t noticed I am a little worked up.” She laughed while we ate our grilled chicken and a salad. “Sorry… it is just… I could tell you were a little worked up and… well you are really fucking hot, and I was already a little worked up when you got home.” I said shyly. “Oh… and what has you so worked up?” She asked. The reality was that I was ahead of schedule on all my work projects and had spent the afternoon reading diaper lover erotic fiction while being signed on to my computer. I wanted to be available for any Teams messages or emails that came through. I had found a couple where the wife participated in the husbands’ diapers, while providing a little humiliation about it, those stories had really turned me on. “Thinking about how hot you are.” I said with a big smile, obviously not able to tell her the full reason. We finished eating and she stepped over and straddled me on the chair. My hands went right to her ass, and I squeezed it tightly while we made out like teen agers. When we broke the kiss, she stood up and pulled her shirt off over her head, then pushed her panties down to her ankles before stepping out of them. I slowly stood up while admiring her incredible boobs. They were a very full C cup and had very little sag to them. She smiled at me as she saw me staring at them then reached down and pushed my gym shorts down my hips. After I kicked them off to the side, she pushed on my chest which caused me to sit back in the chair. Judy leaned over and kissed me as she slowly sat back on my lap. She grabbed my penis and lifted up, so I was in line with her pussy. We both groaned as she lowered herself down. She began to rock back and forth, and I thrusted into her. My mouth went to her breasts, and I sucked and licked her nipples. “Judy… I am sorry I am not going to last long at this pace.” I said, grabbing her hips trying to get her to slow down. “That is okay Mike. Fill my up with your hot warm cum. Then you can lick me to an orgasm… I know you like doing that. Plus, I didn’t wipe after I peed. You might be able to taste that also, pervert.” She said looking right in my eyes and smiling. I am not sure if it was her mentioning her pee or the idea of eating my cream pie from her, but I immediately shot my load into her. “Oh God… so fucking good. Thank you.” I cried out. “Fill me up perv… make my pussy nice and messy.” Judy demanded. As soon as my orgasm stopped, she got off my lap and grabbed my hand. She led me into the middle of the family room and pointed to the ground. I laid down and she kneeled over me bringing her pussy down to my mouth. “Lick me clean and make me cum!” She ordered. When I had gone down on her before after coming in her she had been on her back, and it wasn’t usually immediately after I had cum. It also felt like I had shot a little larger load than normal. As soon as my tongue touched her pussy, I could taste my sperm. I licked out as much as I could. “Oh yes… feels good… keep doing that.” I heard Judy say. I ran my tongue over her lips hoping I might taste some of her pee but couldn’t. I turned my attention to her clit and licked and gently sucked on it. “Fuck… keep doing that… please… yes… yes…” Judy cried out. I felt her clit swelling and circled it with tongues. I could feel her thighs tensing in my hands. She was going to orgasm soon. I pushed my tongue against it and nodded my head so it would move just a little. “That is… fuck me. Cumming.” She yelled. I felt my face by flooded with liquid. I am sure it was mostly her juices, but I am sure some of it was my cum also. My face felt slick. Judy stood up quickly and looked down at me and smiled. I continued to lay there, and I watched her ass jiggle as she darted into the kitchen and came back with towel. She kneeled down next to me and wiped my face with the towel then leaned over and kissed me. She then used the towel to clean my groin area. I sat up and pulled her against me and then made out with her on the floor. “I am sorry I came so fast… you just… well you know.” I told her, looking into her eyes. “Are you really sorry? Or are you glad you did so you could eat me with your cum pouring out me. Could you… uh… taste the pee?” She asked. “I loved getting to do that… and not really… but I was serious about cuming so fast.” I said a little shyly. “Here is a little secret. My best orgasms are when you go down on me. Here is another secret… when it comes to fingers… well… let’s just say I can do that better myself. This secret may hurt the most but… I have things in the bed side table that can work almost or as good as your dick. What I can’t do though is go down on myself and you are incredible at that, seriously the best I have ever had, and second isn’t even close.” She told me. “Oh… You aren’t just trying to let me off the hook about how quick I was, are you?” I asked a little unsure. “No… I promise and next time we will start with you going down on me after I pee and then have sex. That way you will probably cum even faster. Come on let’s go clean up.” She had a broad smile on her face and leaned over and kissed me. She stood up and took my hand. I was surprised that she led me through the kitchen into the master bedroom and to the shower. We hadn’t showered together in years. We spent at least thirty minutes in there together. When we finished, we put on sleeping clothes. A sleep shirt and panties for her and sleeveless t shirt and gym shorts for me. I told her she could dry her hair while I went and cleaned the kitchen and family room. She was lying in bed watching tv when I came back and climbed into bed. “Is it okay that I call you a perv? I mean it seems like you actually like it. I am mostly joking you know, although the pee thing is a little pervy, isn’t it? I just don’t want to upset you.” She asked as she climbed into my arms. “It is fine… and you are right. It is kind of a turn on.” I told her as pulled her close to me. “Kind of? I felt how you dick pulsed as I said it.” She laughed and looked up and kissed me. “Good night, Judy. I love you.” “I love you too…. Perv.” Once again, we fell asleep in each other’s arms. The next morning, I got up before the alarm sounded. I didn’t really need to set one, but Judy did just in case we both slept late. I decided to slip out of bed and go to the kitchen and start the coffee for her. I was playing on my phone when I heard her in the bathroom starting to get ready for work. “Good Morning. You were up early today. You must have slept well last night.” She said as she walked into the kitchen. “I did. How about you? I made you breakfast.” I said as I turned and carried a toasted bagel with cream cheese and a cup of coffee over to the table. “Thank you. I hope it wasn’t too much trouble.” She stepped over and quickly kissed me then smiled. “Well, I slaved over the toaster a little, but it wasn’t bad.” I laughed. I sat with her and ate some toast and yogurt. I was feeling antsy. When I looked at my phone, I had seen an email notifying me that I had a package arriving today. I was almost positive that was my new diapers. Besides being excited they were coming I was a little worried it they would get here before Judy got home from work. After Judy left, I headed into my office. A couple of new requests for proposals had come in this week and I needed to go through them to determine if we would bid on them. These reviews were normally done by me and Janice and then we would pitch the ones we thought we were a good fit for to the rest of the team. We would look at them separately today and tomorrow she and I would do a Teams meeting to go over them together. I thought about getting my diapers out but decided I would wait to see if the new ones would arrive in time to at least try them on. Plus, after the evening with Judy last night I wasn’t as worked up as I normally would have been. I also thought that since Janice and I had Teams meeting schedule tomorrow I could wear one during that and would probably get turned on looking at her breasts and I could jerk off while wearing a wet diaper. I kept checking my email all morning to see if they had arrived yet. When lunch time got here, I was starting to get a little nervous. Judy normally got home around three thirty and it was getting closer to that literally by the minute. At two o’clock they still weren’t here. I wasn’t panicking but my nerves were very on edge. Finally at two forty-five they were dropped off. The box was a plain card board box and the shipping label was very discreet. I quickly brought them in and took them out of the box. The packaging made my heart race. I looked at the clock and for a brief minute thought about trying one on before Judy got home but common sense won out. I hid the package with the other diapers and took the box out to the recycling can. I was back in my office when my wife got home. When she came in, I could see by her face that she hadn’t had a good day at work. “Kids rough today?” I asked. “Yea… nothing specific worth whining about but just a long day. How was yours?” She asked. “Mentally tiring… reviewing new proposals so lots of concentrating. Luckily one of them looks like it is good one and could be pretty lucrative.” I told her. We walked off to the bedroom together and I watched her undress. Her body language told me that sex wasn’t on the table, and I was okay with that. It had been a fun few days already this week. I called her over to the bed and positioned myself, so her feet were in my lap and started to massage them. “That feels amazing. I am a lucky woman… I want you to know that I know that.” She told me. “I am a lucky man… I want you to know that I know that.” I smiled back at her. We had a nice evening of mindless conversation, mindless television, a couple glasses of wine each and Chinese food that was delivered. She called it an evening an hour before I did and when I went up to bed she was sleeping soundly. The next morning, she hit the snooze button a couple times before getting out of bed. I was awake but didn’t want to disturb her, so I just laid there waiting for her to get up. When she finally did, she was a little panicked because it was later than she normally got up. I went and got her coffee ready and set a breakfast bar out so she could eat it while driving to work. I didn’t put lunch together because she always ate a salad at school on Fridays. She flew through the kitchen grabbing her work bag, the coffee, and the breakfast bar not even stopping to kiss me and barely taking the time to say goodbye. Even though I couldn’t wait to try on the new diapers I waited longer this morning before pulling them out because she had rushed out so fast. I thought if there was a morning she would come back because she forgot something it would be today. Finally, I couldn’t take it any longer and pulled the new pack out from the hiding place in the office closet. When I opened the package, I was hit with an aroma that reminded me of the pampers my brother had worn when we was a bed wetter. I pulled one of the diapers out and got a strange thrill from seeing all the pink on it and the princesses printed all over the outside. It was obviously bigger and thicker than the adult diapers I bought at the store. I opened it up and my excitement continued to build. I fluffed it out and laid it on the floor and removed my gym shorts. I slowly sat down on it and then laid back and pulled one side over and attached the tapes. I could already feel the significantly larger amount of bulk between my legs. I did the tapes on the opposite side next. It felt like the diaper wasn’t as tight as I wanted, and I was again disappointed that someone wasn’t diapering me. I read on ABDL site that you should rock yourself from side-to-side tightening the tapes as you did that, and it would fit snugger. I did this and did feel a difference, so I stood up. The bulk between my legs causes me to move with a slight wobble as I walked, and I smiled at that. I knew I wanted to see how it looked on me, so I went to the master bedroom and opened the walk-in closet door. Judy had a full-length mirror on the inside of the door, and I loved what was reflected back at me. It looked like it was really a baby or toddler diaper. I was also again surprised at the feeling that came from seeing the pink on the diaper and having the knowledge it was girl diaper I was wearing. For some reason that added to the arousal I was feeling. I was seriously wondering if I would be able hold off from jerking off in it until after my Zoom meeting with Janice a few hours from now. I left the bedroom and went back to the kitchen filling the largest coffee mug we had first and then pulling out two liter sized Smartwaters. I wanted to need to pee in this diaper as soon as possible. I went back to the office and quickly downed the coffee and then started on the water as I prepared my notes for the meeting. Just over an hour later I realized that I needed to pee. I had just started drinking the second water then. With very little effort I was able to start wetting the diaper. I was surprised that the front didn’t immediately start to swell against my hand that I placed there. Just as I finished peeing, I could feel it distending although more between my legs than against my hand. I remembered though that this brand of diaper was known for having a good absorbency capacity. Right now, I was sure it would hold up to at least one more wetting, and probably two more without much of a problem. I went through a few emails while watching the clock. Our meeting was supposed to start at eleven o’clock. I thought that would be perfect because I should probably feel a pretty strong need to wet myself right around then also. I went ahead and logged in eight minutes early because my anticipation of participating in a meeting with Janice, while wearing my new diapers, and wetting them was overwhelming me. Three minutes later I heard the screen make a noise and I looked over and saw Janice on it. The first thing I noticed was her top was loose and her cleavage was nicely displayed. I thought it was a good thing we weren’t meeting in person because she would be able to tell my eyes were fixed on her boobs. “Hi Mike. How are you today?” She asked cheerily. “I am great. How about you?” I smiled at the camera on my lap top. “I am great also.” She smiled back. We asked each other about our weekend plans and other small talk stuff and then moved on to the proposals. We both agreed that the one request was definitely a winner and that we should just focus on putting together our best pitch for that one. I had been able to stay pretty focused on the conversation through that part of the conversation but my need to pee had built up pretty quickly. I finally had to let my bladder go and my focus changed to how amazing it felt as the inside of my diaper warmed and I could feel the diaper swelling. I was a little worried that Janice could hear me peeing in the diaper. “You, okay?” She suddenly asked. “Yea… sure… why?” I wasn’t able to hide the nervousness in my voice. “You just… I don’t know… your facial expression changed or something and seemed like you were suddenly distracted.” She said with what looked like a forced smile. “Sorry... I am good…” Except I suddenly wasn’t because I sensed, saw, and heard noise in the doorway of the office and looked up and turned to the right and saw Judy. I hadn’t heard her enter the house and I had no idea why she was home. I felt my heart stop I think, and an overwhelming level of panic come over. Because my desk was against the wall Judy could look right at me and see what I was wearing. I watched as her eyes went from confused, to surprised, shocked. I had brought my hand down to try and cover and hide the diaper but that was impossible. “Mike why do you have diaper on…. a pink diaper… and is it…. Wet?” The tone of her voice also gave away her total shock. “What did she ask you?” Janice asked. When I looked back at the monitor there was shock on her face also. “I have to go.” Was all I said and slammed the lap top closed. Judy had walked over to me and was looking down at me. I could see that she was waiting for an explanation. My problem was I wasn’t sure what I was going to tell her.
  13. Chapter Two “Hey… Jane asked if the kids could stay here this weekend. Billy wants to take her away for the weekend. Any reason they can’t?” Judy asked on a Wednesday as we sat down for dinner. “I don’t have any real plans so that should be okay.” I replied hiding my concern as she said it. It had been over three months since the last time they had stayed. I knew that the package of pull ups in the closet had a lot less in there than the last time my nephew was here. I didn’t know if he got them out, or if Judy did, when he stayed. I wasn’t even sure he was still wearing them. “It has been a while since they have been here.” I asked casually between bites. “I know Clara babysits them most of the time these days and Kimmie is almost old enough to do some of the babysitting herself.” She responded. Clara was one of our nieces. She was the daughter of Judy’s brother Jim. She just had a birthday, turning eighteen, and wasn’t as interested in babysitting, especially all weekend, Judy had gone onto explain. Her mom had passed away right before she became a teen and Judy and her sister Jane had become very close to her so she would help if really needed. “How are they all doing?” I asked. “Okay, I think. Jane says that Kimmie is becoming a bit of a handful… of course she turned thirteen last month so that is to be expected.” Judy laughed. “Boy crazy yet?” I laughed while responding. “Starting to be… and a little big for her britches. I think they are going to have some interesting battles. Fortunately, Tammie is still hyper focused on soccer and tennis so I don’t think she will be as much of a problem for them.” Judy explained. “How about Timmy? How is he doing?” “Jane said good. He seems to be coming out of his shell some. Has some confidence and isn’t letting his sister’s push him around as much.” Judy said finishing her dinner. “How about at night?” I asked nervously. “Oh… I asked Jane and she said she is still having him wear pull ups to bed but that he hasn’t woke up wet in a couple weeks. She is almost ready to let him stop wearing them but thought it would be a good idea this weekend.” She told me, picking her plate up and taking it to the sink. “I remember my mom struggling about when to have Adam stop wearing diapers at night.” I said as I took my plate to the sink. “I didn’t know your brother was a bed wetter. Jane was a bed wetter the worst part was my mom made me wear pull ups to bed for almost two years longer than I needed to because she didn’t want the younger sister to be out of diapers first.” She said as she put the plates in the dishwasher. “Wow… really? I didn’t know that. You really didn’t like wearing them?” I asked trying to sound calm. “Of course not. Why would anyone like wearing a diaper, or a pull up I guess, that didn’t need to. Nothing comfortable about them.” She turned her attention to cleaning a pan. I had been wondering if I could share my, I guess, fetish with Judy. I thought she might get the wearing them part of it, but I didn’t think the wetting them or getting off in them would go well. I also was pretty sure it would be difficult to convince her to diaper me and change me. Based on this conversation I was even more sure I wouldn’t be doing that. We moved on to other stuff. I was only really paying half attention to what she was saying because I was thinking that I needed to replace all the pull ups I had used. I also had to worry if Judy would go in and check to see how many we had before I had a chance to do that. The next morning, I went into the kids’ room after Judy left for work. I grabbed the bag of pull ups from the closet and took a picture of it with my phone. I had a Zoom meeting for work at nine but as soon as that ended, I headed out to the store. I was able to find the right brand and size for Timmy and picked them up off the shelf. He was small for his size and the largest size of toddler pull ups fit him. I started to head out and a thought came to me. Two aisles down I found what I was looking for, adult incontinence products. I grabbed the bag that said the waist size would fit me and looked the closest to diapers, not pull ups. I used the self-check out to avoid having a cashier see what I was buying. I was still embarrassed to be holding them in my hands and couldn’t wait to get them in a bag and to get out of the store. Even when I got home, I was worried about a neighbor somehow seeing what was in the bag as I went from the driveway to the front door. Standing in the kids’ room I opened the new package and pulled three out. That was my guess on how many were gone before I had started taking them. I switched the new package out with the old and took the old pack, with the adult sized diapers to my office. I was anxious to try one of the adult diapers. It was past noon now and I wouldn’t be able to wear it very long and still feel like there was enough buffer to clean everything up, including myself, if I wet it. I also really needed to get through a bunch of emails for work. I hid both packages deep in the closet of the office. We had a great weekend with the kids. When they left on Sunday evening, I could see that Judy was a little depressed. We had both made peace with the reality that we wouldn’t have our own kids, but we still had occasions where we wished it had been different. “It is a little weird to see them so grown up. They pretty much don’t even need a lot of help with anything anymore. I kind of miss the old routines.” Judy said when sat down to dinner. “I guess Timmy stayed dry?” “Yes… Jane was worried that he might regress just because he was out of his routine, but it looks like he is no longer a bedwetter. Even that is a little depressing. I enjoyed helping him get ready for bed. I was a little depressed when he moved from diapers to pull ups if I am honest.” Judy smiled at me. “Really? You liked changing his diapers?” I asked, trying not to sound too curious. “I liked diapering him or all the kids really. I never liked changing the dirty ones but getting them tightly secured in their diaper, patting their padded butt, for some reason that was satisfying.” She said before taking another bite of dinner. My mind couldn’t help wondering what it would feel like for Judy to diaper me. I couldn’t ever imagine getting the courage to ask her to do it but the idea of it was a huge turn on. I could feel myself getting a little hard sitting at the table. Fortunately, the subject changed, and I didn’t have to worry about somehow my face giving my diaper desires away. On Monday morning I waited over an hour to make sure Judy wasn’t coming back for some reason before pulling my newly purchased diapers out from their hiding place. I opened the package and pulled one out, taking a second to admire it. It reminded me a little of the diapers my mom put on my brother. I spread it out and laid it on the floor before pulling my shorts off. I slowly sat down on it making sure it was centered. I pulled one side up and taped it and then the other. I had hoped there would be more of a sensation of bulk between my legs but was happy that I was wearing an actual diaper. When I got up from the floor though I immediately realized that the diaper wasn’t tight enough. I tried to adjust the tapes while standing up but that didn’t work really well. I sat at my desk and finished the large coffee I had and moved onto a water bottle. I could feel some discomfort building in my bladder as I went through my work emails. I held it as long as possible and then with just a little effort I was able to start wetting my diaper. I loved feeling the warm pee spread across my groin and then put my hand on the front of the diaper to feel it begin to swell up. It was obvious to me that I was past satisfying my curiosity and was possibly already developing a need. It was probably less than thirty minutes later that felt an urge to pee again having downed my litter bottle of water along with the coffee. I was able to pretty much just start wetting again, just as I was starting to enjoy the feel of the diaper swelling even more, the back of my thighs began to feel wet. I jumped up and saw the chair was damp. My diaper was leaking and quickly headed to the bathroom. When I got there, I removed it and used a hand towel to clean myself up. When I was done, I couldn’t decide if the leak was because I hadn’t gotten the diaper on tight enough or if I had just overwhelmed it. I cleaned my chair up, plus a couple of drips on the hardwood floor before putting the diaper in a trash bag and burying it in the trash can in the garage. Once I was sure the office was clean, and my diapers were hidden, I took a shower to make sure I was clean. I spent the afternoon mixing doing work on my computer and using my iPad to look up info about adult diaper lovers on the internet. I wanted to figure out how to get the diaper tight and prevent leaks. Of course, all the sites said the best way was to have someone diaper me instead of doing it myself. I did see that some people used what they called soaker pads in their diaper. I thought maybe one of the pull ups would work for that. I looked at the clock and decided there wasn’t enough time to try that today, I also saw that there were companies that made thick, baby style, diapers for adults. I immediately knew I wanted to try some of those. “Hey, how was your day?” Judy startled me. “Oh, hey… I didn’t hear you come in. Was really concentrating on this proposal. If we get this contract, we will be golden for the next six months or so.” I told her, not moving my eyes from the screen. “Great… so I guess your day was good? You didn’t answer my question.” She responded. “Sorry, it was okay. How was yours?” I replied. “It sucked. The kids were restless, and my problem kids acted up. I swear sometimes I am running a daycare and have a bunch of toddlers… minus the diapers… thank God.” She said taking a seat on the couch in the office. The word diapers got my attention, and I felt my heart race. Did she know what I had been doing? Why would she suddenly say that I wondered. We decided to order Chinese for dinner and watched some game shows on the TV. She kissed my forehead around eight and headed to bed saying she was tired and wanted to do some reading. I stayed down stairs and got back on my iPad to search for more information on diaper lovers. The next day I waited for forty-five minutes until after Judy left for work to pull my diapers and the pull ups out from their hiding place. Using scissors, I cut the pull up until it was pretty much just the absorbent part then fluffed the diaper out and put it on the floor, stuck the pull up in it and sat it in middle of it. I removed my shorts and sat down on the diaper. I pulled the sides up and used the tapes to set it in place. I liked how the pull up made it feel thicker between my legs. Again, I wasn’t happy with how snug it felt on me but thought it was a little tighter. I stood up and moved around the room to make sure it would stay in place. An hour later the coffee and water I had been drinking caused enough pressure for me to be able start to force some pee out. I had noticed that it was a little easier to start peeing now than it was before. The pull up seemed to soak up most of my pee. It was disappointed that I couldn’t feel my diaper swell when I grabbed the front of my crotch. I had a Zoom meeting and decided that I would log on while wearing my diaper. When everyone started to pop up, I got a little nervous that somehow, they would be able to figure out what I was doing. I also got a slight turn on thinking about the idea of Janice, the only woman on the meeting, catching me wearing the diaper. Right at the end of the meeting I wet my diaper for the second time. This time I could feel the diaper itself start to swell. I also started to get aroused while listening to Janice close the meeting out. As soon as the meeting ended, I pulled up her Facebook page and found a picture that showed lots of cleavage. While imagining her lecturing me about wearing and wetting diapers with baby talk, I rubbed myself to a pretty good orgasm. When I got up, I saw that the diaper had leaked again but not as much as the day before. Again, I cleaned everything, including myself up, hid my diaper supplies and stuffed the wet one in the trash can. When Judy got home, I was putting a lasagna together. She came over and kissed me as soon as she entered the kitchen. “Hmm… you are in a good mood, no daycare today? Did the kids actually behave?” I asked her with a smile. “Yes… for some reason they did. How was your day?” She smiled back. “Good the proposal was finished. It is good so I am sure we will get the contract.” We enjoyed dinner together and afterwards watched an episode of Outlander. Again, she went to bed early and I spent some time online looking at adult sized diapers. I finally decided I was going to order some to try. I found myself on the Rearz site and for some reason drawn to the Pink Princess ones. I wasn’t sure why, but it was a little turn on to being ordering girly diapers. After taking several deep breaths and ensuring that they were shipped in a discreet package, I made an order for a package of twelve Rearz Pink Princess diapers. I could actually feel my heart beating faster as I put my information in. I wasn’t really worried about them being delivered to the house because all our deliveries came while Judy was at work, and I was home. Thursday was a repeat of the other days of the week. I would wait for Judy to leave for work then diaper myself. I had a one-on-one meeting Zoom meeting with Janice on Thursday morning and was again super turned on by the fact I was wearing a diaper during it. I got even more turned on as I wet my diaper while she was talking during the meeting. I immediately repeated what I had done the other day after the meeting. This time though, while I looked at picture of her showing off her cleavage, I imaged being diapered in one the pink princess diapers I had just ordered. My orgasm was more intense today. Friday, I wet multiple diapers, for the first time I was able to wet one while I was walking. I had gone into the kitchen to put my lunch together. I loved how the wet diaper felt as I went back to my office. As soon as I sat in my chair though I felt the diaper leak onto my thigh. I really needed to figure out how to get the diaper on tight. Each day I repeated the process for cleaning everything up, hiding my diaper supplies, and burying the used diapers deep in the trash. I was the one that typically took the trash out and the can to the curb so I was pretty confident Judy wouldn’t find them. In fact, I had gotten to the point where I wasn’t on edge as soon as she walked into the house every afternoon. I woke on Saturday morning and was disappointed that I would be able to diaper myself today. Since I was going to be with my wife all day. I chalked my disappointment up to the fact that this was all new to me and once that wore off, I wouldn’t want to wear a diaper every day. We spent the morning cleaning the house together. I also spent a large part of it admiring Judy’s ass in her yoga pants as she moved around the house. She actually caught me once; I loved seeing that it made her smile. That afternoon we went to a new winery that she had been wanting to visit for a couple of months. I told her to enjoy the wine and I would be glad to be the designated driver. We left a few hours later and she was definitely tipsy on her way to the car. The drive home was about forty minutes. “I probably should have tinkled before we left.” She giggled a couple minutes after we had pulled out of the parking lot. “Do you want me to stop somewhere for you?” I asked. “No… I should be good. I think.” She smiled at me. I weaved through traffic to try and get her home as soon as possible. It seemed like every minute she was squirming a little more. By the time we pulled into the driveway she had her hand pressed between her legs for that last ten minutes. She jumped out almost as soon as the car stopped and ran to the front door. When I came into the house, I stopped at the hall bathroom door and I could hear the force of her pee coming out of her into the toilet. I listened as the sound decreased and realized I was rock hard. I heard her moving around the bathroom and her mutter fuck, then heard her hand on the door knob. I had quickly moved down the hallway when the door cracked open. “Mike can you get me some toilet paper, I forgot to replace it last night after I used the last bit.” She called out from the bathroom. I think it was because I was so turned on, from both watching her squirm in the car, and hearing her peeing in the toilet I blurted out something I wouldn’t have normally done. This was especially true since all my previous efforts to get her to let me do this had failed. I had been even told my desire was gross. I stepped over near the door of the bathroom. “I uh… I could clean you.” “What? Wait… are you… I thought we had decided that wasn’t happening, ever. Get me some toilet paper.” She said annoyed. “You decided that… I still want to do it. I just stopped mentioning it.” I stammered. “Then why did you bring it up again today?” Her tone sounded frustrated. “Because seeing you desperate to pee and then hearing you pee was a huge turn on.” I responded immediately. The bathroom door was pretty much wide open, and she was sitting on the toilet with her leggings pushed down to her calves, I could see her pink thong in the crotch of them. She was bent forward so I couldn’t see her groin but just seeing her sitting there increased my arousal. “You are hard right now, aren’t you?” She asked lifting an eyebrow. “Yes.” I told her realizing you could see my dick straining against my khaki shorts. “Jesus… okay… I can’t believe this… but alright….” She said as she sat up, scooted her crotch forward and spread her legs. I think the shock of what was happening caused me to freeze. I just stood there staring. “Lick my pussy and taste my pee pervert… quickly before I change my mind.” She ordered. That broke me out of my trance, I moved into the bathroom and dropped to my knees. I placed my hands on her thighs to help me balance as my face moved towards her. I could smell her pee now and felt my dick twitch. I ran my tongue over her pussy lips and got a faint taste of something different, I had never tasted this before when I went down on her. I realized I really didn’t know what pee tasted like but that must be what it was. It was salty. I heard her moan as my tongue dipped inside her and the taste was little stronger. When my tongue found her clit Judy’s hands landed on my head and pulled me closer to her. I could tell it had swollen and I swirled my tongue over it. Her pussy was now wet from her juices. “Oh God… that feels good. Keep doing that pervert.” I heard and there was a slight chuckle in her voice. I began to lap her pussy from back to front slowly running tongue over her clit. I heard her breathing quicken, her hands got tighter on my head, and she pushed her crotch forward. I knew she was getting close. I sucked her clit gently between my lips and pushed my tongue against it. “Fuck… that is what I needed… Jesus.” Judy cried out as she orgasmed. I felt her wetness from cumming cover my chin as she used her hands to push me pack away from her. When I looked up, she was leaned back against the top of the toilet with her eyes closed. I slowly stood up and I think sensing my movement caused her to open her eyes. I tried to read her expression and couldn’t. Her hands went to the belt on my shorts, and she quickly undid it and then unbuttoned and unzipped me. She pushed my boxers briefs down and grabbed my throbbing dick in her hands. I groaned as she did it. “Your cock is rock hard, perv.” She said but I saw her smile as she began to move her hand up and down. “Oh fuck… Jesus… I am going to cum already.” I yelled out surprised at how quickly it was happening. Judy grabbed a hand towel as she continued to jerk me off and just as she got it to my dick, I shot my load in it. She continued to milk out every drop. When she was sure I was finished she stood up and used the towel to wipe between her legs. When she was done, I moved to kiss her, and she turned her head. “Not until you wash your face, my pee is on your lips.” She said authoritatively. I pulled my boxers and shorts up and then turned to the sink and washed my face. In the mirror I watched as she pulled her thong and leggings up and situated them. She stepped out of the small hall bathroom just as I finished, and I followed her into the kitchen. When she stopped walking, I reached out and pulled her to me kissing her passionately. “Thank you.” I said when the kiss ended. “Was it what you expected or fantasized about?” She asked tentavily. “I think so. I am sorry if it grossed you out or anything…” I trailed off not sure what else to say. “Let’s just say you made any thoughts about that disappear with the amazing orgasm I just had. I don’t want this to be a regular thing but… we can do it again sometime. I will even let you watch me pee the next time before hand. But… I do get to call you a perv when you are doing it. And no kissing until you wash your face.” She smiled and leaned in and gave me a quick kiss. “Really… that is a deal! I love you honey!” I said excitedly. “Yea… Yea… what do you want for dinner? Is Fettuccini Alfredo, okay?” She asked. I told her yes and headed up stairs. When I got to the bedroom I sat on the bed and went over what had just happened, still a little shocked that it had happened. I wondered for a minute if she was willing to do this if she might be okay with the diaper thing. I soon realized that I was fooling myself to think that they were close to the same thing. The rest of the weekend went by, and it wasn’t mentioned again. Still, it was a good weekend and it felt like we were enjoying being around each other the way we had years ago. As we passed each other we would touch each other’s arms or back. I lightly smacked her butt a few times and got a smile instead of the groan it seemed like I normally get these days. We even shared some quick kisses for no reason. Sunday night when we went to bed and without talking, we ended up naked and gently making love to each other. Afterwards she fell asleep in my arms, something else that hadn’t happened in years.
  14. Part 1 I glanced over at the clock, it was almost four, my wife should be home soon I thought. I had been anxious for her to come home pretty much all day. I was hoping for a repeat of the last several Fridays. I also didn’t want to push my luck with her and knew there was a fine line that I didn’t want to cross with her. When she had found out my secret, initially I was devastated. I was sure she would, first expose me to family and friends, and second leave me. When she confronted me, I told her that is why I had hidden it from her. That was honest, but it was also true that the idea of my secret being exposed was also a turn on. I wanted someone to know and participate in it with me. I was in my home office when I heard the front door open. I quickly closed my iPad and turned towards the key pad and monitor of PC. There was a Word document pulled up on it and I stared at it intently. “Allen, are you in the office?” Judy called out. “Yes… trying to finish something up.” I responded. I heard her heels as she walked down the hall and stopped at the office entrance. She had worn a skirt and blouse today along with her heels and when I looked at her, I felt some arousal. She must have seen it in my eyes because she smiled at me. “How was your day?” I asked her as I turned back to the screen. “Okay… the kids at least pretended to be interested in learning and I didn’t have to send any of them to principal’s office so I would consider that a win.” She laughed. “How about yours?” She asked. Her tone was a touch suspicious. “Not great… I am still overdue on the proposal, but it is because our other group hasn’t completed their research yet. It still didn’t stop Tommy from berating me during the Friday morning Zoom meeting. There is a lot of tension with the whole team right now and plenty of anxiety.” I replied, a touch nervously. “Hmm… tension, anxiety…. and I am sure stress also, right?” She asked with a small smirk on her face. I was worried I had overplayed it based on her tone and facial expression. “Yes… but… not terrible… I am sure it will be okay.” I told her. “Oh… then I guess you won’t need any special treatment to help you with that?” She lifted an eyebrow as she spoke. “Uh… I don’t know… it isn’t like I am overwhelmed, right now at least.” I tried to make my voice not sound certain. “Allen, do you want me to diaper you this weekend or not? Just tell me… this thing where you try to make it my idea that you need it for your… stress and anxiety… I am tired of it. You like to wear diapers, why can’t you just admit that.” She said a little flabbergasted. “I… wasn’t... You asked how my day was and I told you.” I stuttered. “So, you have no desire for me to diaper you this weekend. Great.” She smiled at me as she turned to leave the room. “I didn’t say that. I was just saying that wasn’t why I was telling you things about my day.” I stuttered. “So, you do want to be diapered again this weekend?” She lifted an eyebrow and heavily emphasized the word again. “It is obvious you don’t want to do it, so it is fine not to do it this weekend.” I responded. “Look, I told you when I found out about it that you could keep doing it, didn’t I? And I have even told you that I would diaper and change you… wet diapers, only. The only thing I said is I didn’t want it to be every day.” She looked into my eyes. I just nodded to show I agreed with what she had just said. “You said you didn’t want to wear them every day. That you just did it when you were stressed or sometimes when it had been a long time since the last time you wore them. But… it is starting to be every weekend. Isn’t it?” She stared at me. “Yes… I guess… I am sorry. We don’t need to do it.” I turned back to the computer. My wife slipped out of the room. I felt immediate disappointment and knew I had overplayed it. I wanted to be mad that she wasn’t giving me what I wanted but I knew she had been very supportive and understanding. My interest and fascination with diapers went back to when I was much younger. I think it happened because I was jealous of my younger brother. He was five years younger than me and was a bed wetter and wore diapers at night up until he was almost seven. I remember both of my parents fussing over him, especially my mom. I would hear or sometimes see how my mom would talk to him with such love and comfort every night as she would went through his diapering routine. I was expected to just get myself to bed. I would be asked if I had brushed my teeth and be told not to stay up past my bedtime. Meanwhile my mom would be diapering my brother every night. I was probably around the age of ten when I first snuck a diaper out of his room. I had become curious about how they felt. Two nights later, when I was sure that my parents had gone back down stairs, I had pulled the diaper out from the hiding place under my mattress and put it on. It barely fit me, and I struggled to get the tapes to work. An immediate sense of satisfaction or something went through my body and brain as I felt the bulk of the diaper between my legs. There was a comfort in feeling it. Less than fifteen minutes later I had pulled it off and shoved it back under my mattress, scared I would be caught. That fear led me to sneak the diaper I had worn into his diaper pail and not do it again for another six months. For around two years, until he finally stopped wetting the bed, I would sneak diapers from him and wear them in my room for short periods every three to six months when the urge, or maybe it was a need, would overcome me. Fortunately for me puberty hit about the same time he stopped needing them and my focus turned to girls instead of diapers. Judy and I had started dating at the end of my junior year of college. She was a year behind me, but it was quickly obvious this was a serious relationship. She was studying to become an elementary school teacher and I was just studying. My degree was going to be in business administration, but I really didn’t know what I wanted to do when I graduated. Fortunately, after I graduated my dad hooked me up with a former business partner of his and my first job was for a company that studied and analyzed transportation systems. I had a knack for it and a few years later I was partnering with another guy from that firm and starting our own consulting company. I also got married to Judy who had got a job teaching. This had allowed us to purchase a house in the town she had grown up in. My company was doing well, and I realized that I didn’t need to be in an office every day, I could work from home. We put an addition on the home and built a nice two room home office. Between the two of us we were doing really well financially. Five years into our marriage everything was going great with one exception. We were struggling to have kids on our own. We had tried for a couple years with out success. That had led us to consult with fertility specialists and we found out that Judy was the problem. We gave IVF a chance, but it didn’t work, surrogacy didn’t really appeal to either of us, neither did adoption. We were active in the lives of one of her sister’s kids, our nieces and nephew. She had an older brother and sister; her brother was a widower with an older teen daughter we both had become close to. Her sister Jane had three kids aged thirteen to nine. We watched them fairly regularly so her sister and husband could have a kid free weekend and even turned one of the guest rooms into a kid’s room for them. We put a set of bunk beds and a twin bed in there for them and decorated it with posters from their favorite Disney movies. That is what ended up bringing back my thoughts about diapers. Our nephew turned out to be bedwetter. He was still wearing pullups to bed at the age of nine. At one point my sister-in-law decided that it would just be easier to leave a pack at our house than to have to pack them every time they stayed over. My wife had always handled the diaper changes and even getting them changed into their pajamas when they were here. Just about a year ago, I was a little stumped on a work project and decided some house cleaning would be a good break. I was straightening some stuff up in the kids’ room, which is what we had started to call it. While doing that I came across my nephew’s pull ups in the closet. Initially it didn’t cause a reaction but right before I walked out of the room, I found myself back in the closet holding one. I can’t say it opened a flood gate of emotions or memories or anything, but it triggered something, and I pulled one out of the package. I was reminded a little of the diapers my brother had worn and that reminded me of how it had felt to put those on. I knew it wouldn’t fit me but if cut the sides of it, the bulk of it would be able to be positioned like a diaper maybe. Before I realized what I was doing I was in the master bedroom, my shorts were off, and I was lying on the bed with the pull up between my legs. When I squeezed my thighs together the sensation from when I was kid came back to me. I also became aroused, and it was probably fifteen minutes later I came in the pull up from rubbing the front of it. My orgasm immediately caused me to feel guilty about what I done, and I jumped out of bed, cleaned myself up and went to the trash and buried the pull up deep in the trash can. Later that afternoon when Judy came home, I felt a nervousness come over me. She sensed something was wrong, but I denied it and she eventually let it go. When I went to bed that night, I swore to myself I would never do it again. I kept my promise to myself for six days. The following week I decided I wanted a break, so I left my office and again found myself in the kids’ room. Eventually I was in the closet and then back in my room with a pull up that I had cut the sides of. When I got it in place, I felt that same sensation I had before along with some of the arousal. I also realized I wanted to see what it would feel like to walk around and feel it between my legs. I pulled my boxer briefs on, that held it in place, but it wasn’t pressed tightly against me and didn’t feel secure enough to provide what I was really looking for. I went to the dresser and looked through my stuff. I only wore boxer briefs so I didn’t find anything that would help. When I saw one of my bathing suits though an idea came to me. I nervously opened a drawer of Judy’s dresser and looked around. The top two drawers were filled with her bras, panties, hosiery and socks. I picked up a pair of panties, but they didn’t look strong enough to hold the pullup tight against me. I went to the next drawer and found what I was looking for. I am a few inches taller than my wife, but I am also fairly lean. She wears a thirty-six C bra, and her hips are a little wider than normal along with a slightly larger butt. She carries it very well and would probably be described as a little extra curvy, not fat or even plump. I had never put any of her clothes on before, but I thought it would probably fit. I pulled my boxer briefs down and removed them before stepping into bottom of her swimsuit bikini. I pulled them up to my thighs and then set the pull up in it. When I pulled it up, I realized that it fit pretty good and with a minor adjustment the pullup was snuggly between my legs. It stayed like that as I began to walk around. I kept it on for an hour and again felt contentment, comfort, and arousal from the bulk between my legs and the feel of the pullup against my testicles and penis. At the end of the hour, I again rubbed the outside of the pullup and was able to produce enough friction to orgasm into the pullup. Like the last time, I was immediately hit with guilt and quickly took everything off, cleaned up, and hid the used pullup again. “Honey, are you sure you’re, okay? This is the second time in a week that you look worried or anxious, or something? Is work going alright? Do you want to talk about anything?” Judy asked during dinner that night. “Just some deadlines I am worried about it. It will be okay.” I responded. “Well if you need to talk… or maybe what you need is a distraction?” She winked at me. I could see by the look on her face that she meant sex when she said distraction. Our sex life was fair. After ten years of marriage, we had settled into a routine where special dates- birthdays, anniversaries, some holidays, along with vacations, and maybe a few other times a month we would have sex. It wasn’t just missionary, but I wasn’t bending her over the couch anymore either, and while I would go down on her pretty much every time, getting a blow job was becoming rarer and rarer and she hadn’t swallowed since college, said she hated the taste. After dinner we cleaned up and watched some TV before heading to the bedroom. I was surprised when she became the aggressor and initiated the sex. Because I had jerked off earlier, I wasn’t responding as quickly as normal, and she really shocked me when she went down on me. That got me going and she climbed on top of me, we ended up orgasming together. “Been a while since that happened.” She smiled at me as she climbed off me smiling because we had cum together. “Yes. That was great. Thank you.” I told her. I watched as she walked into the bathroom and came back a few minutes later with a warm damp towel and cleaned my groin. She left it laying on top of penis and balls and kissed me again. The towel was still warm and wet causing a thought to enter the back of my brain as it lay there. The next day was a Friday and Monday was a teacher holiday, so it was Tuesday of the following week before I was able to repeat the pull up and bikini bottom routine. I put it on earlier than I had before so I would have more time to wear it. I also was going to need some additional clean up time if I went through with my idea. It was just before lunch when the urge to pee had grown to a point that I couldn’t dismiss it anymore. In fact, I was pretty uncomfortable at this point. I am not sure why the warm wash cloth had made me wonder what actually using a diaper or pull up would feel like, but it had. I was sitting on the bed trying to get started and it wouldn’t happen. I think my brain knew that I wasn’t at a toilet so it would let my bladder relax. After several more minutes and quickly growing discomfort in my bladder I changed positions. I was now laying on my stomach and pushing against the pull up. I finally felt a small spurt release into the pull up. The pull up must have soaked it up quickly because I didn’t really notice any change in the sensation in my groin. I pushed again and after a few seconds a second, slightly longer spurt happened. This time I experienced just a little warmth against my skin. The next time I pushed the flood gate must have opened because I was now peeing freely. I also loved how the warmth of the urine felt against my skin. That was followed by the amazing sensation of the pull up swelling up. I continued to pee until it felt like my bladder was empty. The warmth in my groin had caused me to become very aroused and rolled onto my back so my hands could get to my crotch to start rubbing it. As I did that, I felt some wetness on top of the bed. It took a second and realized what must have happened. I jumped up and saw a sizeable wet spot on the comforter. As I processed that disaster, I felt pee beginning to run down my thigh. Fortunately, before it could get to the carpet I ran into the bathroom. I was scared to death about what was happening, but my brain also registered that the pee-soaked pull up was giving me the feeling of wet diaper between my legs and I surprisingly liked that. I cleaned everything up, thankful that I had given myself the extra time to do that. By the time Judy got home I was sure that everything was the way it should be. The comforter had been washed and dried, along with the towels I had used and her bathing suit bottom. I wasn’t even really that nervous when she came home. I hadn’t had an opportunity to get off earlier and was able to convince her to have an afternoon quicky before dinner. “Wow… been a while since you attacked me as soon as I got home. What has gotten you going?” Judy said as she straddled my legs in the office. I took my mouth off her nipple to respond. “Not sure… but I have been listening, waiting to hear you open that door all afternoon.” She picked up the pace and because of the level of my arousal I quickly came. She wasn’t there yet, and I could tell she was disappointed. I climbed out from under her and motioned for her to sit on the couch. She smiled as I got on my knees in front of her and brought my mouth to her pussy. “You are the only man I have known who is willing to do that after he has cum but thank god you are!” She said and one of her hands grabbed my head and pushed it harder against her. “And you are also amazing at this…. Oh God… yes.” She said minutes later as she came. It wasn’t unusual for me to go down on Judy after I had cum if she hadn’t had an orgasm herself. She thought I was doing it just to make sure she got off, but truthfully, it was a turn on to me. I liked going down on her when things were messy down there. For years I had wanted to lick her right after she had peed. I gave her subtle hints about it but she either didn’t understand what I wanted or ignored them. As my desire to do it had grown, I became more blatant and basically told her I wanted to do it. She told me that was too kinky and gross, and she never let me do it. Four or five days later I was home alone again and got another pull up out and Judy’s bikini bottoms. I had drank two Smartwaters and my bladder was very full. I went into the guest bathroom and removed my gym shorts. Then I pulled the bikini up to my thighs and set the pull up in it before pulling it tightly up against my crotch. I stepped into the tub and sat down. I had brought my iPad in with me and after turning on private browsing I Googled adult diaper wearers. As I was surfing through everything that popped up, I forced myself to begin peeing into the pull up. This time I was able to get a steady flow started pretty quickly. The warm wetness felt fantastic. I overwhelmed the pull up and felt pee all over my inner thighs and looked down and saw pee on the floor of the tub. I felt my penis harden. I grabbed the front of the bikini and squished the pull up around it as I jerked it up and down. It didn’t take me long to cum. I felt some of the guilt I had in the past, but I didn’t immediately take everything off. Instead, I stayed seated in the tub, enjoying the feeling of the wet pull up against my groin. I finally set the iPad down and slipped out of the bikini and pull up. I turned the shower on to wash my groin and rinse out the tub. Later I got dressed and took some laundry along with the bikini bottom to washing machine and buried the pull up in the trash. I did that several more times over the next month. The time spent on my iPad made me realize that I wasn’t the only person who enjoyed wearing and wetting diapers. I also found myself wondering and wishing what it would be like to wear a diaper that actually fit and even more how it felt to be diapered and have my diaper changed by someone else.
  15. Merry Christmas Everyone! A note about this story. When I started this, I never imagined it would go on this long. I have written stories and posted on other sites. These were more 'adult' in nature. At some point whenever I was writing I would have the idea for this story in the back of my head. Eventually it became a distraction, and I knew I had to write this so I could focus on the other stories. Originally, I thought I would write a few chapters, post it and move on. Obviously, that didn't happen and as I wrote I became attached to the characters in this story and just kept writing more. I am at a point now though that I can feel comfortable leaving them for a while. I am not going to move this to the completed stories because I may come back to them. I have thought about their future that I may want to put down at some point. For those of you who read all the way through, thank you. I hope it was worth your time. I know some probably stopped as the story moved from what their interests are. I write what I would want to read, and this story reflects my interests.
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