Wife, Mommy, or Babysitter Part 12 /Chapter 12 Added 12/27/23

[Babytom948]

What's up with the crossed out words?

[BabyLock]

8 minutes ago, Babytom948 said:

What's up with the crossed out words?

Probably editing proof-reading marks that where the edited material was not removed or edited out by the author or proof reader.

[sklawlor]

having those crossed out items makes it very difficult to read the story with a screen reader. I've only noticed this in the last chapter so is this a decision by the coders of the forum or the author?

it was a good chapter as much as I was able to read it getting around all the insersion and deletion marks. I do really enjoy this story and look forward to reading more.

[TheBabyPants]

Wow, the chapters keep getting better and better. Love the story. I think he is in for quite a humiliating diaper change!

[fireandcrinkles]

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.  

 

[Dale Ridge]

Wow, what a wonderful story you have created.  Can't wait for the next chapter !!!!!!!!

[ppbenn]

Finally, I am caught up reading this story. Wow! That is all I have to say!

I look forward to reading more soon. Thanks for writing and sharing it here.  

[fireandcrinkles]

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.

[dlgore]

I’ve been hoping for an update.  Thanks it was with the wait.  

[dyperaby]

Luv this story!  Look forward to each installment! 

[sklawlor]

great chapter, looking forward to reading more.

merry Christmas.

[TheBabyPants]

Another amazing chapter, looking forward to reading more.

[fireandcrinkles]

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. 

[dyperaby]

Gr8 story...  !!!  

[babyheadspace]

The story just keeps getting better and better. Thank you for the addition of  the work babysitter.

[therende]

Absolutely enjoying this story!

[fireandcrinkles]

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.

[diaperboymi]

Wow, what an Amazing story 🤩🤩🤩🤩.  Would Love that too be me😉😉😉

[fireandcrinkles]

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.  

[Guilend]

I'm waiting for her to actually full on wet herself lol.

His coworker/babysitter seems fun. I bet with the right dominant woman she'd a fun submissive. She gives off Mid vibes. The teenage babysitter lol.

[Babytom948]

He about to get cucked by that PE teacher

[diaperedcoach]

I just finished catching up this is so we’ll wrote with the development of the story and characters 

[diaperboymi]

Amazing update.  Keeps getting better and better 😍😍😍😍

[fireandcrinkles]

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.

[diaperboymi]

OMG, this is Absolutely Amazing 😍😍😍.