Caught By Uncle Chad

This is an account of my first ever sexual experience with another person, my Uncle Chad. An experience that still greatly influences my kinks.

I was 13, and being a little perv like every 13 yr old is, that’s when he walked in on me wearing one of my little brother’s pullups. He just excused himself and left that time, but I was kinda freaked out, thinking he would say something to my dad but he didn’t.

About a week later I think it was, my brother had some sort of activity or event, I don’t even remember what it was, but Uncle Chad was watching me. When we were alone he told me he thought I looked pretty cute in those pullups, but that he thought they were probably too small, that’s when he pulled out a package of adult diapers. They were just Depends diapers, I don’t even think any of the cute adult baby diapers that are around today existed back then.

I was of course nervous as hell, heart about to beat out of my chest, but when he asked if he could put one on me I nodded yes. I remember this part quite vividly, he pulled my shirt up over my head, then laid me down on my back. Then he unbuttoned and slid down my pants, leaving me lying there in my briefs, little 13yr old stiffy tenting them. He slowly slid down my briefs then. My heart was beating so fast. He gently touched my still little boy prick, like he was inspecting it. I remember him whispering “nice”. His big strong hands then slid under my butt and lifted it up as he laid the big soft diaper beneath me, pulled the diaper up between my legs, and taped it on.

Uncle Chad lifted me to my feet, I remember him saying “what a cute little baby boy” as his hands felt up my chest. I don’t know why, but I LOVED him calling me that. He then pulled me close and started kissing me, my first ever “real” kiss, his hands rubbing my diapered butt. He then whispered into my ear that he had a special surprise for me if I was a good baby. He explained that since I was a baby in a diaper I should use the diaper and wet it. That wasn’t a problem for me, since I was such a 13yr old perv the reason I had been sneaking and wearing my little brother’s pullups was because I was experimenting by myself with piss. I didn’t need to go right away, so Uncle Chad had me sit in his lap while he gave me a baby bottle full of apple juice, one hand holding the bottle to my mouth, the other rubbing my chest and teasing my little nipples.

After I finished the bottle I sat in his lap as we made out until finally my bladder was full enough to flood my diaper. I swear I could feel his bulge throb through his pants and my diaper as he felt up my warm wet diapered crotch. I remember him calling me “good boy” and asking if I was ready for my surprise. He sat me on my knees and stood in front of me and undid his jeans, As he pulled down his pants and underwear one of the things I remember most was the smell, this musky manly smell that I found intoxicating. His hand then went behind my head and he told me to suck on the ‘pacifier’. His hand didn’t push my head, but just gave the slightest bit of pressure guiding my lips to his cock.

A little sidenote, I may have only been 13, but I pretty much already figured out I was gay at that point, even if I may not of had the full understanding to actually verbalize that. So it didn’t take a lot of convincing for me to want to suck his big beautiful cock. But I do think him having his hand guiding my head to his crotch, even if not rough, had just that little bit of control over me I found (and still find) incredibly hot.

So I was on my knees in a wet diaper sucking Uncle Chad’s cock. I don’t remember actually how big it was, but to me back then it definitely looked huge, like a foot long, although I’m sure that’s probably my memory exaggerating. I’m sure my blowjob was mediocre at best, since it was my very first time, but he seemed to love it. He kept moaning, and calling me his good little boy, although he started including calling me his bitch, or his babyfag. I think he was testing my limits with the dirty talk, seeing how much I’d let him degrade me. I would have let him call me just about anything he wanted though.

After a while he pulled out of my mouth and stood me up as he bent down to start kissing me some more. I could feel his hands sliding down the back of my diaper and squeezing and kneading my ass cheeks, his fingers feeling their way closer and closer to my hole. I remember gasping as his finger made contact, and slowly, gently pushed its way inside me. I don’t remember exactly what he said, but it was something along the lines of “I think it’s time I opened up that little babypussy”. He then picked me up and carried me to my bedroom.

After gently tossing me onto my bed he then stripped fully (at this point he was just wearing a t-shirt and socks, but he pulled those off). I am still to this day extremely attracted to men with very hairy chests just like Uncle Chad. He then crawled onto the bed on top of me and we started kissing again. I could then feel Uncle Chad undoing the tapes on my diaper. He pulled the soggy diaper out from under me and gently pushed it into my face while telling me to be a good little diaperfag and to sniff my pissy diaper. I obeyed.

As I was sniffing my piss out of my diaper I could feel his breath on my boycock, his hand working it’s way back to my hole. He began fingering me again, his fingers coated with something cold and slippery (with what I now know was lube), as I felt his mouth wrap around my little stiffy. It was incredible. He brought me just to the edge several times without me going over. I was so hot I would have done literally anything he would have asked me to.

After a while he pulled off my boyprick and told me to hold the diaper tight to my face, that this was probably going to hurt a little at first, but that I would soon love it. I then felt the head of his cock at my hole. I’ve read a lot of stories online where a little boy takes a man’s cock like a seasoned whore the very first time, but I think we both know it’s not like that. It did hurt, but I really wanted it, and Uncle Chad was slow and gentle, and he did seem to have done an expert job fingering me open before fucking me. But I’m not going to lie, I did have to press that diaper to my face tightly to keep from screaming out. But eventually, after a while, my hole relaxed and it started to feel incredible. He was telling me what a good little babyfag I was, and how hot my boypussy was, and all sorts of things as he screwed my boycunt harder and faster. I shot my load while he was hammering away at my boypussy and a few minutes later he growled as I felt him pulse inside me and knew he was cumming inside me. We laid in bed for sometime after, his cock still inside me until it softened enough that it slipped out.

That was the first time Uncle Chad fucked me, and I was sore for a couple days after. That didn’t stop me from wanting to be his diaperfag again as we ended up spending a lot of time together. Later encounters included me taking his piss, playing with spanking, and Uncle Chad taking me to visit one of his buddies who also was into boys. As far as I’m aware my parents had no idea and just thought that Uncle Chad was a nice guy to spend so much time with me. Maybe if people want I’ll share those other experiences.

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