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This started out as an idea for a caption of a pic of me, as I was writing the caption, it kept getting longer and longer, I then thought of a quick back story that turned out to be not so quick, eventually turning into this rough outline of a story from beginning to end, with some parts going into detail and other areas glossing over. I had so many things I wanted to get done at home that day, but instead found myself spending the entire day of over 12 hours writing this. Maybe one day I will flesh out the details, but I don’t know I do still have another story I am somewhere in the middle of. This took a long time and it isn't even a whole lot, puts some perspective on how much time I spent on my other one. 

Synapse:      Cliche first person story about a guy that has trouble lasting in bed. His wife convinces him to try chastity, which escalates to diapers. At his work they hire a new batch of interns. His wife meets them at a company social meet and greet. One she takes a liking to and they have an affair, she comes clean to him and tells the intern about his chastity and diapered state. The protagonist is clueless about a lot of things. The intern now openly cucks the protagonist. He goes further down with other things of humiliation. This was written in one sitting, and I am sure there are lots of holes that needed to be plugged (pun intended)

 

CUCKING INTERN

It started because I was having issues of being a quick shooter, at times even premature ejaculation. I have had to wash my cum stains off her panties because before her panties were off I was shooting my load on her sexy panties, her beautiful stomach, and luscious thighs. There were even times when I would blow my load in my boxers before my pants were off. Those were some of the extreme cases, caused partly by her wearing something very sexy, and while she is kissing me and I grab her ass, and I can feel my penis grind against her and before I know it I have creamed in my pants.  We would have sex, those were the extreme cases, but regardless my stamina was nothing to brag about. 

We tried using desensitizing creams, and it worked some, I was able to last a little bit longer, but not enough to satisfy her. She had me start by going down on her before I removed my clothes, even when she held my hands to prevent me from touching myself I would move my hips in a way to feel enough in which I would cum in my pants. Everytime I came I would collapse in tiredness and exhaustion, unable to continue and finish her off. Somewhere around this time she had a new shower head installed with several different settings and was removable.  Sense then she started taking really long showers a couple times a day, and after everytime we had sex, or attempted to. 

One day when I came home from work she was already home sitting at the dining room table. In front of her on the table was a small pink plastic tube and ring. Not sure what I was looking at she sat me down and explained that this is a chastity device. She said she read it will help with my ejaculation problem, and it will allow me to last longer in the bedroom. She explained that I was to wear it anytime were not having sex, that it keeps me from having an erection, and she will hold onto the key in a safe place.  I did not like this at all, but we made a deal, she said if I could last 5 minutes she would throw it away and never bring it up again. 2 minutes later she was already in the shower, her panties covered in my cum in the laundry, and a pink plastic cage locked around my now deflated penis.

It certainly worked, just not the way I imagined. It made me last longer because she would not unlock me until she came at least once. It also made me a lot hornier too, by the time she unlocked me I was so horny, the chastity was off for less than a minute before it was being put back on and my mess was there to be cleaned up. My wife left the deal of if I can last more than 5 minutes she will get rid of the chastity. She kept the key hidden from me, and there were times I did try to find it. My wife seemed a bit better with our sex life, I also noticed she was taking shorter showers and only once a day now. 

At first she would get the key and unlock me after I went down on her and she came once. Then it became two, until it became when she had enough, which would sometimes be over an hour. She came home one day with a strap on for me to wear with my chastity so she can fuck me. The dildo was so much bigger than my penis, I asked why she had to get one so big, she chuckled as she said 'sweetie, that is average size.' She would ride me, only on the dildo in so many different positions, I had never seen her like this. I would get so horny I would leak out of my cage onto our sheets. Sometimes she would see that and say 'it looks like you already came, you don't need to be unlocked tonight,' or she might say she is too tired to go get the key and roll over and sleep. I would beg for her to unlock me, or tell me where the key was so I could unlock myself. I would try to bargain with her, but she would say maybe we can talk about it tomorrow. I think she realized how much control those keys gave her. The times between her unlocking me were getting longer, she said the sex has been getting better the longer I go between. I found myself leaking out of my cage during the day soaking the front of my boxers. I mistakenly made that complaint to my wife as a reason why she should unlock me. Instead she found a 'solution' to my problem. I came home from work one day seeing her 'solution,' which was to get rid of my boxers and replace them with diapers. I saw this as I was wearing my last pair of boxers stained from cum. These were not discrete little pullups, these were thick, crinkly, diapers with baby prints. She said she picked out baby looking ones because of how much I have been whining about the chastity device. Now during sex she doesn't bother taking my diaper off, she puts the strap on over it. She said it is so I don't leak all over the sheets.

Going to work with a crinkling diaper was nerve racking, fortunately I had my own office, and there was usually plenty of noise outside my office, so the crinkling didn't stand out. I had to quit coffee and reduce my fluid intake at work, as going to the work bathrooms was out of the question. I tried to hold it the best I could through work, but near the end of the work day I could not hold it longer and found myself finishing the work day sitting in a wet diaper. Fortunately I never wet enough that it was noticeable at work. When I complained that I should at least have pull ups for work so I can use the bathroom there, she thought I seemed to be fine as is and bought me a pacifier to put in my mouth when I started to complain. I was complaining one time about being worried of the diaper getting noticeably full under my slacks, or worse leaking through. She put the pacifier in my mouth to quiet me, but I spit it out telling her I was serious and I should at least wear some type of discreet pullup instead of these baby diapers. She quickly had me over her knees spanking my ass black and blue until I was kicking my legs begging her to stop. She took advantage of me having a private office by sending me to work with an extra diaper to change into if mine gets full, as well as 3 baby bottles with instructions to have them finished by certain times of the day. I found myself needing to change my diaper a little past halfway through the day. I learned then that when she puts a pacifier in my mouth it was a warning to shut up because she will have a solution and I will not like it. I was able to get by at work without anyone noticing that I was wearing a diaper and chastity cage under my clothes by keeping mostly in my office and sneaking my soaked diaper out in my bag. 

Every year at work we get a fresh batch of interns, some are hoping to get hired on full time, others happy to have something professional to put on their resume. The company has an after work social meet and greet at a nice bar to introduce the new interns to others in the company in a relaxed setting. My wife was with me as we talked with some of my colleagues and their spouses. Occasionally I would feel her hand sneak down to my diaper butt, feeling my diaper and once squeezed it. She would smile and whisper, 'don't drink too much, we didn't bring a fresh diaper' I was so scared someone would hear her or see her grabbing my diaper. I introduced her to all the new interns and we all chatted a bit with polite conversations. There was one intern my wife seemed a little fascinated with. He was tall and muscular, and used to play wide receiver in college. I never knew my wife to be that interested in football, but she seemed interested in everything he was saying. I even saw them chatting at the bar, shortly before she went to the bathroom. I didn't see where he went. 

My wife's mood was a lot better for weeks following the meet and greet with the interns, although she got really busy at work. She had a new client that kept her busy with work, working late nights, taking late meetings, exhausted and no interest in sex when she got home. Despite this she was smiling and cheerful when she was home. Unfortunately because we were having sex less I was getting unlocked less. I asked her if I can be unlocked on nights we weren't having sex so I can jerk off in the bathroom. She said no because she may decide she wants sex later and wants me to be ready.

One time I complained too much about how long it has been sense we had sex and I had cum that she thought it best I remember my true position and took away my big boy privileges at home. As soon as I get home I drop to the floor on my hands and knees as I take off my work clothes until I am in nothing but a diaper. From there my big boy privileges like walking and talking are taken away and I have to crawl around anywhere I go. My wife thought it looked strange for someone crawling around in a diaper to have so much man hair and had me keep myself as smooth as a baby's bottom. She started buying me little shirts to wear under my work clothes so when I got home I could remove my work clothes and instantly look like a baby. Things that said ‘I’m a baby’ or ‘pampered.’ The shirts were getting noticeably more girly, one even said ‘baby girl in training.’ We weren't having that much sex, and when I really started begging to be unlocked is when she would start making a list of things I needed to do first. It started out with simple chores, but everytime I wanted to cum, more things were added to what was called my to-cum list. As if she was seeing how far I would go, while making it gradual enough that I ultimately cave. More chores were added, she would add slightly more embarrassing things for me to wear around the house, like a onesie or a little baby dress. Something I didn’t want to wear, but if it meant I was going to be unlocked and get to cum it wasn’t that bad. My to-cum list grew to where it would take me a couple days to do them, and some were perpetual, such as doing the dishes, taking off her shoes and rubbing her feet when she got home from work. 

One evening while my wife was working late I was so horny I was laying on the floor and when I started to move it started to feel good. I started grinding my hips on the floor, feeling some pleasure, almost as if I might be able to cum.  I got lost in humping the floor in my diaper. I didn't even notice my wife standing there looking down at me as I was doing this, I eventually gave up in frustration, turned and saw her standing there with a grin ‘was that fun? I think you lasted longer with the floor than with anything.’ Frustrated for not being able to cum and embarrassed for her seeing me like that I crawled to her and gave her her foot rub. When I was unlocked I was starting to get better at lasting longer, seeing me hump in my diaper gave her the idea I should be diapered when I cum so there isn’t a mess. She started untapeing my diaper to unlock me, put the tapes back on and let me hump or rub the front of my diaper. She would put the chastity back on and tape me back up in the same diaper leaving me to sleep in my cum soaked diaper. Though I was pretty sure I was getting to five minutes, granted in my diaper, but it felt like with this embarrassment I could last longer than 5 minutes. My wife did let me have sex with her to prove how long I could last, it was so embarrassing, she brought out a kitchen timer and set it to five minutes. ‘Ok baby, let’s see what goes off first, you or the timer.’ She guided me in her while she was on her back in basic missionary. As soon as I was all the way in she said ‘you are so big,’ without any enthusiasm as if reading from a cue card. After the sounds she made with the strapon, she wasn’t even trying to sound like she was faking. She said, ‘that’s it, right there, keep going, don’t stop I’m about to cum,’ even though I knew she wasn’t as soon as the words ‘don’t stop i’m about to cum’ left her mouth I felt myself go past the point of no return, my wife recognized my face, and started chuckling. I spurted inside her to the sound of her laughing and the ticking of the kitchen timer. She locked me back up, and put me in a diaper.  As she finished taping my diaper the kitchen timer went off.

My wife surprised me with a visit one day at work for lunch. This was the first time she had ever stopped by and thought we could eat lunch in my office. It was the first time she had seen it and she liked that the only window in my office was the view over the city, and that it was private from the rest of the office. I asked for one of the interns to come into my office to take our lunch order. The tall, muscular one came in, I gave him my lunch order and asked my wife what she wanted. She went to the door and locked it, the intern went and sat in my chair, my wife said ‘we need to have a little talk.’ Not sure what was going on, I told the intern to get out of my seat, not even acknowledging me. My wife turned my jaw to where I was facing her and put a pacifier in my mouth, 'Why don't you show your intern your true position here?' I was horrified and panicked, my intern could not see what my wife did to me. Though her voice sounded like a kind question her eyes were demanding.  With the pacifier in my mouth I knew better than to argue. I slowly started slinking down to the ground as I removed my slacks revealing the little skirt that did not do a good job covering my slightly sagging diaper. My face was burning red in humiliation, as I heard the chuckles of disbelief from my intern. I continued to remove my jacket, tie, and shirt revealing the remainder of my girly childish outfit. ‘That’s a good girl’ my wife said, first time she ever referred to me in the femine as I looked up at her in confusion and horror. She turned to my intern and said ‘I would like to introduce you to my… well er… I guess my husband,’ finishing with a laugh.  My intern was laughing uncontrollably, he asked ‘what the fuck am I looking at?’ My face turned redder, I was so mad, but I was also so embarrassed I had to hide my face. My wife explained that this is what she has to deal with at home, and why she has been spending so much time with him. She felt this would be the best way to tell me that her new client was really him. She noticed my confused and disoriented look and said, ‘that’s right, you are a little baby and need it explained more.’ She went on to tell me that she first hooked up with him in the bathroom at the bar the night of the meet and greet. She then explained that every time she said she was with a new clint she was going out with him and getting fucked.  She explained how long he goes on, and how his cock is bigger than the strap on. She turned to my intern to explain how I thought an average size penis was big. She told me about all the different positions she was able to do because of his physique and his stamina.  She explained that’s why they quit having sex, if it could be called that, because he was able to really fuck, and go several times a night instead of getting tired and unmotivated. He has been keeping her satisfied, until she had to ‘work late’ again. My intern, still laughing, but confused asked what he was looking at. My wife explained how quick of a shooter I am, about how I have been locked in chastity for so long, me leaking and staining my boxers with cum, and she thought these diapers were a good substitute and seemed more appropriate.  She told him how long I have been coming to work in diapers, and he couldn’t believe no one had noticed.  She explained the deal we have and how I can be removed from chastity.  She turned to me and asked ‘how many minutes do you have to last to not be in chastity? Show me with your fingers how many minutes you have to go without blowing your load,’ I didn’t want to but she said, ‘It's not that big a number, I know you can count that high,’ knowing that behind that sweet voice was a stern warning, I raised my hands up showing all five of my fingers. My intern cracked up at this, could not believe that I was unable to last 5 minutes. She went on to tell him how desperate I was to cum, and how sense they’ve started fucking she has had me do a to-cum list, a list of things before she would unlock me and allow me to cum. This is how she gets me to wear these girly baby clothes to work under my work clothes, and the chores I do, and the other things she has had me do.  He laughed, and asked ‘all this for a couple minutes before cumming?’ My wife responded with a laugh ‘if that.’  She then told me to show him where all my cummies go, telling me to point where all my little messes go, wanting to cry in embarrassment I pointed to my diaper. She was making some point, but I didn’t know what it was. My wife told him about the time she came home after being with him and saw me desperately humping the floor in my diaper while locked in chastity for a while without even noticing her standing there. She turned to me ‘that was for such a long time, did you even cum?’ I gumpely shook my head no. My intern laughed as he said ‘what a pathetic sissy,’ in which my wife joined in his laughter, and I could feel my diaper getting wetter and fuller. My wife told me to get dressed and grab them some food, unless I wanted to stay and watch. Getting dressed my intern gave me his food order just as I have given him mine so many times, only my wife was unbuckling his pants while he ordered. I could see his half erect cock and it put mine to shame, I watched my wife stroke it and kiss, something she quit doing to mine after a couple accidental shots to her face. She told me her order between having his cock in her mouth. I returned with their food, a couple people from the office asking why I didn’t have an intern grab the food. I went into my office and fortunately they were fully clothed. I gave them their food, and realized I forgot to get food for myself. My wife had me back on the floor with my work clothes off, and handed me one of the bottles to drink from while they ate. After they finished eating my wife checked my diaper in front of my intern and said ‘you are a bit wet, did you want a diaper change?’ My face went back to crimson and I shook my head no, not wanting my intern to see me getting a diaper change. ‘Well,’ she said ‘unless you want your intern to change your diaper later,’ before my wife finished the sentence he blurted ‘fuck no I’m not changing a diaper.’ she continued ‘well, looks like it is now or when you get home.  Do you think this diaper is going to make it until you get home?’ Her and I both knew based on the condition of my diaper that it would be leaking before I left the office. Unless I wanted to bring attention to my butt with a massive pee spot I would be getting my diaper changed in front of my intern. When he saw the small plastic pink cage, he couldn’t believe I was small enough to fit in there. Both agreed that there was no way he would even fit in that. In a fresh diaper my wife let me put on my work clothes before she left, giving my intern a long kiss.  My intern flashed me a grin as he left my office.

Since my wife told me about her affair with my intern she felt like she no longer needed to hide it and he started being a regular at the house. He would see me crawling around the house in a diaper and whatever clothes my wife had me wear, usually something girly. He was the one that thought it was a good idea that my hair be in pigtails. One day he commented on how the place could use a maid, and produced a sexy maids uniform for me to wear while I did chores, and thought I should curtsey to my superiors. My face would always turn an extra shade of red when I curtseyed him acknowledging him as my superior in my home. He was certainly enjoying humiliating the boss. He was even there on the times my wife let me cum.  My wife never watched me, but my intern wanted to see how bad it was and I was forced to hump a pillow in my diaper wearing a little skirt, girly shirt, sucking on a pacifier, my hair in pigtails, while listening to him laugh at me. Somehow even through all of that I lasted only a couple minutes.  When I rolled over on my back after finishing in my diaper, my intern couldn’t believe I was already done, my wife came by, locked me back up and taped me back in my diaper. Another time he wanted to watch me hump my pillow while I was locked. It was feeling so good, I didn’t even care that he was laughing, until I gave up in exhaustion. I was moved to the guest room, as he took over my spot in the bedroom. 

At work I quit asking him to do anything, really almost all the interns, I tried to avoid him as much as possible, and I was never able to look him in the eyes. He certainly enjoyed the dynamic change, and would make a point to pass by me to ask ‘how’s that diaper sissy?’ or ‘I can still taste your wife from this morning.’ I was assigned a project and was told to pick one intern to work with on it. Unfortunately everyone at work knew it was my decision, so at home he and my wife both agreed that I should choose him. Without a choice I picked him, he was in my office quite a bit so he suggested I move in and we share the office while working on the project. I asked him where his desk would fit, he said, ‘you mean your desk, I will be using the one that is already there. I figure a little sissy baby like you will be happy on the floor.’ Realizing I didn’t have a choice in this either, I convinced the company to let him to temporarily move into my office during the project despite there only being one desk.  Him and my wife both agreed that while I was at work and it was just the two of us there I should be in my true position and remove my adult clothes and be confined to the floor of my office.  Without a say in the matter I was spending my work days sitting on my floor working, wearing a diaper and some girly baby outfit, sucking on a pacifier, hair in pigtails with ribbons, and a little bow, while my work clothes lay on a chair. With the project we made it to where there was no reason for me to leave the office, he would handle the important meetings, and I would stay in my office and work in my outfit. When leaving the office people would mention how they never see me leave my office during the day, not even to use the bathroom. I would laugh it off and say I was really busy. Which I was, but it started with me teaching him some of the things he needed to know for the project to him taking over more and more of it. I always had to work late, to take care of what would normally be intern work, but he decided it should be my work. 

I would spend almost the entire day with him at work only to get home and to the sounds of him fucking my wife. The sounds she made were even more intense then when she made me wear a strapon. I would be in my ‘true position’ as soon as I entered the door, unless I was completing something off of my to-cum list. If I was cleaning or serving them I was required to have my maids uniform on. One thing added to the to-cum list was serving them water after anytime they finished fucking. Which meant if I heard them fucking that was my cue to be ready in my maids uniform to serve them water.  I usually had other chores to do that required me to be in the maids uniform, so I usually did those while they were fucking. Though sometimes my intern would have me reclean some things, but I think it was more for his amusement of watching me clean in such a ridiculous outfit. One of the times I went to serve them water after they were done fucking, I curtesyed in my maids outfit after serving them water as I have been instructed, neither bothering to cover up which was normal.  My wife thought it was the perfect time to show me something.  She removed my diaper and had me display my pink little cage. She brought him over explaining to me that he is completely flaccid, she brought his dick next to my cage making mine seem so much smaller as the shaft of his cock was thicker and longer than my entire cage, and that’s not talking about the head. She said ‘See, his is way too big to even fit in something so small.’ He was obviously bigger than me, but I didn’t need the extra humiliation of her comparing it side by side. I never wanted a diaper on more at that time to cover my tiny little cage.  She put my diaper back on me and kicked me out. On one of my to-cum lists she put on there she wanted to see Daddy change my diaper.  I was mortified, first this was the first time my intern has been referred to as Daddy, and second, though he had seen me get a diaper change and that is embarrassing enough. I knew there was no point arguing, and it isn’t that big of a deal, but I really didn’t want to have to ask him for a diaper change.  It was the last thing on my to-cum list, one day at the office while he was sitting at my desk working and I was sitting on the floor dressed in my ridiculous outfit doing some work, I finally got the nerve to ask my intern if he would give me a diaper change in front of my wife tonight.  He burst out laughing and said ‘fuck no, I think it’s funny that you wear them, hump them, cum in them, and piss in them, but I am not changing your diaper. That’s between you two. When I told my wife what he said, she said it didn’t bother her if I didn’t cum, it is the last thing on the to-cum list for now before more things are added. The next day I asked my intern again if he would change my diaper in front of my wife, this time I was begging him. He still said no, desperate and hoping to appeal to his enjoyment of my humiliation, I put my hands together looking up from him on my knees, trying to sound as little girlish as possible, I asked, ‘pwease Daddy, will you change my diaper tonight? pwetty pwease’ He laughed immediately which I expected, but it still stung, and said ‘how can I say no to something as precious as that? Let me think… um… no,’ and he continued laughing. I turned away and he said ‘wait, wait, why are you wanting me to change your diaper?’ I told him because it was on my to-cum list.  He asked, ‘so if I don’t change your diaper in front of your wife, she won’t let you cum?’ I confirmed, and he said ok and I was getting excited, probably overly excited about another man changing my diaper, but followed up saying I need to do two things before he would change me.  First he wanted me to ask him for a diaper change in front of my wife just as I did then. As humiliating as that was, it wouldn’t be that much worse in front of my wife at this point. Then he said followed with, ‘second, I want you to suck my dick.’ I immediatly said ‘no way, besides you are already getting head and fucking my wife, pretty much every morning and night.’ He said, ‘yeah, but not while I’m at work.’  I couldn’t believe how much this guy could go. I still held firm of no. I have done some pretty humiliating things, but I have to draw the line somewhere. He said, ‘it doesn’t bother me if you ever cum again, but if you do then it looks like you will need to make sure I cum first.’  Over a week went by, other things were added to the to-cum list, which I did hoping that maybe my wife would let it slide on him changing my diaper. I also would ask if there was something else I could do, and he would say, ‘nope, you just need to suck my dick until I cum, that’s all.’ I found myself humping pillows and the arm of the couch to the sounds of them fucking. I started thinking about her sucking his dick, and then me sucking his dick, and while I was frustratingly humping a pillow, it didn’t seem so bad sucking his dick. I have already sunk pretty low, I don’t think it is really too much, I was whimpering as I was humping knowing I wasn’t going to get releaf, but somehow couldn’t stop myself. I might as well agree, it won’t be that bad, and then it will be over and off the list.  The next day at work I finally gathered the courage and told my intern I would do it, he asked me what I was talking about. I said, ‘I will do what you want so I can have a diaper change.’ He had me remind him what that was again, when I said I would suck his dick he replied, ‘you want to suck my dick like your wife?’ Turning red I said no, but he said if I really wanted a diaper change then I must want to suck his dick. So if I wanted to suck his dick to get a diaper change that night, then he needs me to ask him to suck his dick.  I knew his reasoning was flawed, but also knew there was no way around it. So I begrudgingly said, ‘Please can I suck your dick,’ he wasn’t happy with my tone, and thought I should ask like I will have to ask him for a diaper change that evening. Doing the best I could to get the words out I asked, ‘pwetty pwease Daddy, can I suck your cock?’ He responded with ‘of course you can,’ and moved my old chair back so I could crawl between his legs and put my head to his lap. He didn’t even bother to unzip his pants, he was making me do all the work.  I unzipped his pants and brought his large heavy flaccid cock to my mouth. I kissed the head of it using my tongue a little bit, I ran my tongue up and down his shaft, I placed the warm head of his cock in my mouth and started to suck on it as I felt it slowly grow in my mouth. He told me to suck on his balls, so as I stroked his cock I sucked on his balls, popping them in my mouth. I could feel his cock was fully erect so I started bobbing my head up and down on it. I wasn’t able to reach all the way down, so I relied on my hand to stroke his cock while I bobbed my head.  At one point he grabbed my pigtails and started controlling the rhythm of my bobbing saying, ‘I knew these would come in handy.’ I continued stroking his cock with one hand and playing with his balls with the other while he continued to control my head.  He put his hand on the back of my head and started facefucking me. He started off gental, testing how far he could go before I started gagging. He slid his cock in and out of my mouth pushing it to the back of my throat, trying to hold it longer and go deeper until I was really gagging and he would pull back. When I really gagged I would feel a rush of pee leave my bladder into my diaper. Once he found a comfortable limit with me he started to really fuck my head.  My hand was still on his shaft to reach what my mouth couldn’t. I could feel his cock grow even more, and without a warning, and leaving my head in place I felt him shoot his first warm load into my mouth, in shock I tried to pull my head back, but his hand on the back of my head kept me from moving as another spurt came with more cum, I felt some of it leaving my mouth, dripping down my chin, and falling onto my shirt. There were two more spurts and my mouth was full, holding it in and wanting to spit it out some place he said, ‘open your mouth and let me see,’ I did as he asked and showed him, then he said ‘good girl, now swallow it.’ I almost swallowed out of shock at the request, but stared dumbfounded at him with his load in mouth. ‘You heard me, be a good girl and swallow Daddy’s load.’ Begrudgingly I did, feeling the stickiness stick to my throat as it slid down. ‘Don’t forget what spilled on your chin,’ I took my finger and scooped the cum that dripped down my chin and sucked my finger clean. ‘Now finish cleaning Daddy’s cock.’  There was still some cum on his cock, so I put his cock back in my mouth sucking the last couple drops out, as I did so he said ‘good girl, you’re Daddy’s little slut.’ With his cock clean, he zipped up his pants, and noticed the drops of cum on my shirt, ‘looks like you need a bib.’

At home I brought him a fresh diaper, and as he requested in front of my wife, on my knees with my hands clasped together I said, ‘pweaty pwease Daddy, will you change my diaper, pweeeaaase?’  Both of them laughed at me and he said ok.  I laid on my back while he changed my diaper in the same fashion as my wife. I asked if I could be unlocked during my diaper change, and he said there was no way he was risking me being unlocked and cumming on him during a diaper change, and I would have to ask my wife about that.  She said tomorrow, because there was another thing added to the to-cum list that needed to be done first.  A couple days later while I was home my wife had a present for me. I unwrapped it to find a bib that said ‘Daddy’s Little Cumslut,’ my face went crimson, as she told me about how she heard how I begged Daddy to give him a blowjob at work, I tried to protest and say that’s not the whole truth, but she wouldn’t hear any of it. I did beg him for a blowjob, but she wouldn’t listen to anything past that. She laughed as she said, ‘I can’t believe you begged for the milk out of Daddy's bottle.’ That was so crude and that wasn’t exactly what happened.  From that point on I was to call him Daddy, and I was to wear that bib at work anytime I sucked Daddy’s cock. Which started to turn into a daily thing. It started out with anytime he said, ‘put on your bib’ was my cue to put on my ‘Daddy’s Little Cumslut’ bib and suck his cock. Eventually it turned to when I noticed he could use a stress relief I was to put my bib on myself, crawl up to him, look up at him in my chair and in that little girly voice ask, ‘Daddy, can I please suck your dick.’ At which point he would roll my chair back and I gave him a blowjob.  

They decided I should move into a cot at the foot of their bed.  Sense I wanted Daddy’s cock and cum so much, then I can be there to help out.  I protested, but that left me with a bruised ass and a punishment plug up my ass as a reminder to not argue, and still in a cot at the foot of their bed. It started with me giving them both head at the beginning to get them started, their fluffer, then they would have me watch on the bed. I couldn’t believe the positions they were getting into, even when I used the strapon, there was no way I had the muscle to do some of those things. I hated how hot it was to watch live porn, even if it was my intern fucking my wife, it was really cucking hot, I mean fucking hot. When he finished I would have to clean his cum out of my wife’s pussy. As time went on they got more comfortable and had me participate a little more, such as licking his balls while my wife rode him, or lick her clit while he fucks her, and even finishing in my mouth instead of my wife’s pussy. One time she requested us to reenact the first time I went down on him, I had to crawl over to him sitting in a chair and beg to suck his cock. This wasn’t the whole truth, I was made to make it more to my wife’s thoughts of it then the reality of it. So I crawled over to Daddy sitting in a chair, putting my hands on his lap, already removing his belt, I said ‘pwetty pwease Daddy, can suck your dick,’ I cringed at having to follow it with, ‘can I pwease dwink the milk from your bottle.’ I was unzipping his pants as he said, ‘such an eager little sissy, how can I say no to that?’ I had his cock out and in my mouth. This was already an inaccurate reenactment, because I certainly did not take his cock in mouth the same way. I was a lot better at sucking his dick, and my gag reflex was a lot better, to where I was able to get most of him down my throat. Some of the things did remain the same, he did grab my pigtails to control my head, he did grab the back of my head and further train my throat, and when I did gag I involuntarily let out a gush of pee in my diaper, except this time my nose was now touching his pelvis and his balls were against my chin for the first time. He continued to slowly face fuck me now with his balls slapping my chin with each thrust.  When he blew his load in my mouth I was now used to it, that I had no problem keeping his load in my mouth.  I showed it to him, and my wife interjected, ‘I thought there was cum that dripped down his face, that’s where that stain on that shirt came from, and the reason I bought him that adorable bib.’ Daddy said that’s right and gave me a look, I let some of his cum fall out of my mouth drip down my chin and on my shirt. Everything else played out as it did more or less.  He told me to swallow, and clean my chin, only I went straight back to his cock to clean it without being told. 

At work it is getting near the end of the time of the interns and the project. Daddy is most likely getting hired on, though not sure what position yet, which means I will not get much reprieve at work at the end of this, but I will at least get my office back after the project. One day while we were in what has become our office, one of the other interns barged in. The door was always locked so this was completely unexpected and I quickly crawled under my desk, hoping he did not see the obvious thing being me in pigtails in a diaper in girly baby clothes, as well as the obviousness of my diapered butt crawling away to hide. Daddy told this intern to come in anytime today to get a letter of recommendation, and I would have no problem writing it. This intern was planning to go elsewhere and wanted a glowing recommendation. After seeing me as I was dressed, it was not a difficult choice. Then he wanted more for his silence, he would be leaving so it wasn’t like he would have to be bought for long.  He wanted a blowjob from the cute little diapered sissy boss.  I put on my bib and sucked his cock. He couldn’t help but comment on my bib. He wasn’t as big as what I was used to so it was a little easier.  After he came in my mouth, I held my mouth open showing it to him and he laughed at how he got a blowjob by his boss dressed like this, then kneeling down looking up at him with a mouth full of his cum, and a bib saying ‘Daddy’s Little Cumslut’, waiting for him to tell me to swallow it. He told me to swallow it and I did.  I then did as I was told and crawled to my area on the floor and wrote his letter of recommendation.

During this time, my punishment plug became my at work plug, and my punishment plugs would get bigger and bigger. There were times I knew I did nothing wrong, but was told something I did wrong to deserve the punishment plug.  After I got used to it, the punishment plug would go bigger.  Once I got used to the new size of the plug, it would feel nice at times. I would sometimes find myself pressing into it through my diaper as I watched them fuck from my cot. My wife decided not to take my plug out when she unlocked me after I completed everything off of the to-cum list. The feeling of the plug pressing up in me, hitting this certain spot as I humped my diaper, I could feel my ass clinch tight around the plug pressing it more into that spot as I had one of the most intense orgasms I had ever had. I was too tired and feeling too blissful to crawl back to my wife to be locked back up.  My wife came in and found me passed out still hunched over my pillow from where I was when I orgasmed.  She woke me up and turned me over, saying she was thinking I actually lasted over 5 minutes, only to find me passed out in the same pillow humping position. One time my wife noticed I was playing with my plug while I was watching them fuck. She thought I wanted to join in more. She thought with my hole used to a plug, I should be good for the strapon that I used to use to fuck her with. My wife put on the strapon, lubed up with my butt in the air, she slowly entered, it took a moment to get used to, but after a couple pumps from her I end up letting out a moan. She continued to go slow allowing me to get used to it, and embarrassingly enjoy it.  I was leaking out of my cage, and my wife would catch some of it and put it up to my mouth for me to eat it. The taste of cum didn’t bother me anymore, and though I wouldn't admit it, I was developing a taste for it. Daddy moved over, grabbed my head and brought it to his cock. The feeling of my wife fucking me was feeling too good, I took his cock hungrly in my mouth. I was moaning from the pleasure of the dildo in my ass, pushing my hips back in forth as my wife thrusted in and out while at the same time he was fucking my face, driving his cock all the way down my throat with his balls slapping on my chin. It was insane how good this was feeling, I was feeling the pleasure intinsify more and more, my ass was clinching around the strapon as I was feeling this intense wave of pleasure go through me, feeling it shoot through my entire body, all this time Daddy is fucking my face. I felt a release finally shoot out of my chastity, a couple more shots and waves of pleasure as my wife continued to fuck me.  I almost pass out from the pleasure, my wife notices that I seem to be slipping, and while still fucking me slaps my ass hard and tells me we aren’t done yet. She scoops up the cum from the sheets and places it on the strapon so I can feel my cum inside me. I continue to work on Daddy’s cock while my wife fucks me. Daddy finally finishes in my mouth, and I am put back in my diaper.  As it was so obvious that I orgasmed from being fucked, and I clearly enjoyed it, my wife saw no reason to unlock me. She grabs the key from her hiding spot, breaks the key inside the lock, and puts a dab of superglue over it for good measure. I am from that point on permanently locked and chastity, and if I wanted to orgasm, I would need to get my little hole fucked. Eventually I started taking Daddy’s cock up my ass.  It hurt at first, and took some getting used to, but soon enough it was feeling so good, and I was enjoying the feeling of him fucking me.  At one time while he was fucking me, my wife asked if I understood why she like fucking him so much, without realizing what I was saying and only thinking of the pleasure I was feeling I moaned ‘oh, fuck yes.’ I found myself having such intense orgasms by him, and not just one, but I would have multiple. Sometimes my cum was fed to me other times added as lube, either way it was getting back inside me. During the time I didn’t care, Daddy felt too good. Sometimes he would cum in my ass, sometimes he would finish in my mouth, sometimes he would push me to the side and fuck my wife. My wife commented how I can finally last more than 5 minutes.

At the end of the interns time, Daddy stayed, and due to how well we did with the last project they created a position that is basically us sharing a position. As there weren't any complaints during us sharing an office, and productivity was at its best it was decided that we continue to share the office, which means I am still going to look like the diapered sissy I am at the office and at the home with no real break to ever be a man.  By this point I have come to terms and gotten used to the situation. Daddy and my wife decided that they wanted to have some privacy, and thought I should have my own room.  They turned the guest bedroom into a nursery with a crib for me to sleep in.  They put in a baby monitor so I could still listen to them have sex and not get too lonely.  Sometimes I crawl to them and ask Daddy to fuck my little hole so I can cum. He doesn’t always give in, sometimes he makes me ask my wife first, and she usually has me do something first before she would allow it. But when he does, I am always so grateful when Daddy fucks my hole, the feeling just turns me into a dumb horny little slut.

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