This story is completely true… and still ongoing.
Names are changed for privacy.
It begins around 13 years ago when we were both about 19. I was freshly out as gay and enjoying getting to explore my sexuality openly. I was also greatly enjoying being legal, going out to bars with friends and getting wasted multiple times a week.
I was still living at my parents house in the suburbs, and like many gay boys I mostly had girl friends. That night I was going out with my friend Kelly, and she was what some might say a good time girl. She was loud, gregarious, had huge tits and drank like a sailor. I liked her a lot.
She picked me up in her dad’s Lexus suv and we went to a popular Irish pub that was having its weekly “ladies night” where girls drink for free. As a token gay in a predominantly straight environment, out of principle I refused to pay for my own drinks and just had my girlfriends give me their free drinks. I suck cock too, isn't that the point of giving out free drinks?
We both knew a bunch of people there, including a group of friends from her private college that I somewhat knew through other friends. In this gang was a guy I had never met, let’s call him Andy, that caught my eye. He was super cute with a slim frame, about my height, shaggy light brown mid-2000’s hair… and a lip piercing. That lip piercing really caught my attention - and it was not something that had ever turned me on before. At the time I had my left nipple pierced (a gift from a friend on the day of my 18th birthday) and I was really into exploring nipple play, but that lip piercing just stayed in my mind all night…
I told Kelly that I found Andy super cute, and she just scoffed at me saying he was straight and recently had a girlfriend. I wasn’t convinced, Andy and I kept locking eyes for a second and he would quickly look away. We had not even really talked at that point.
Fast forward a few hours and multiple free gin and tonics later, everybody was getting a little messy and a little frisky. While outside having a smoke, Andy and I got to talking and there was definitely a vibe between us. He was obviously very drunk, but then again so was I. Our eyes were just locked in to each other and I felt that shock of tension you get when two people are into each other. I don’t exactly remember how it happened but we ended up going around to the side of the building in a sort of alleyway that led to the back parking, I got pushed onto the wall and we started making out furiously. A couple of minutes later Andy got flustered, like he realized WTF he was doing, and he walked away.
I was winded. And horny. And couldn’t wait to tell Kelly.
I went back into the pub, found her and was like “omg you will not believe what just happened, I made out with Andy!”. She said something along the line of “SHUT UP! No! OMG! That is so hot, he was literally just dating my friend!”.
It was pretty late at that point so Kelly offered to drive me back home (in retrospect not a great idea considering she was wasted), so I went with her. Surprisingly, Andy ran out of the pub after us and asked were I was going. I was smitten and wanted more… Kelly was a great wing-woman and immediately offered to drive him home too, which he accepted.
Andy and I were on the same wavelength that night and both got into the back seat (strange considering Kelly was alone in front). We immediately started making out, I reached down and felt his cock was rock hard. He was a bit more hesitant but his hand slowly made it down to my hard cock. I had no shame and pulled his out and bent over to start sucking it - but I stopped.
It was my first time seeing an uncut cock and I was a little unsure how to proceed. It was a nice cock, average size and a little girthy. Being a straight boy his pubes and balls were very bushy which was not my favourite. In the moment I decided to keep going, and tried pulling back his foreskin but he stopped me - apparently it hurt? Foreskin was a new concept to me. So I went back to it to suck it, put the tip of it in my mouth and sucked on it a little, but the taste was throwing me off a bit too. I didn’t want to stop hooking up so I sat back up and continued making out with him, gently jerking his cock.
(*** Fun fact: I now fucking love uncut cock - I was just not familiar with the particularities of handling that kind of meat back then.)
He then surprised me, and dove down to my crotch. Andy pulled my throbbing 6” cut cock out of my jeans, and started to suck on it. I think he only got like half of it down his throat, and he was a little toothy… but I was so drunk and horny I came within a minute. I think he panicked a little, he froze with my dick still in his mouth, and managed to swallow it all and not make a mess.
We got to his house right then, he got out and I went to sit in the front passenger seat. Once the doors were closed and he was inside, Kelly and I burst out laughing. Did I seriously get a blowjob in her back seat by a straight guy while she chauffeured us around??? Kelly was really a five star wing-woman.
After my first encounter with Andy, my mind gets a little fuzzy about the chronology of events. I remember that I had moved out of my parents house into an apartment near downtown, and so did he. I kept things discrete for him, only Kelly knew about this dalliance, and went on with being a horny 19 year old sucking dick and getting fucked around town. He had a rotation of long-ish term girlfriends.
We would text sporadically, mostly late at night when he was out drunk, the classic “you up” texts that everybody knows. Most of the time he would take a taxi to my place after going out, stumble in drunk , we would make out a little, pull our dicks out, someone would get his dick sucked and then Andy would leave.
Some years we wouldn’t see each other at all. I would text him and he would say things like “Oh I am with my girlfriend now, not cheating on her” brushing me off. In retrospect that’s what turned me on, being dismissed for a chick, feeling like I was a side piece, a secret. Sometime he would crack and come over to my place late night, a few times I went to his place when a girlfriend wasn’t home. I think once he pretended to be going on an errand and we had fun inside my car, sending him back home with a mouthful of cum.
What also kept me coming back to Andy over the years was how his body evolved… he did the classic straight bro thing and gradually bulked up to be quite buff and bigger than me. At the beginning we both had skinny, Twink-like bodies, but by the time we were in our mid twenties he had a beefy muscular shape, covered in miscellaneous tattoos and body hair. Meanwhile, I stayed slim and smooth, not a single tattoo on my body and my nipple piercing was long gone by then. He must be at least a good 180 pounds to my 145, and remember we are about the same height.
I rarely had long term relationships, mostly having fun with dates and hook ups. I was and still am fully versatile, but I did really start getting better at bottoming in my mid 20s and I did enjoy being more sub with bigger and older men. However, Andy and I had still never had actual penetrative anal sex.
At some point, there was a shift in our dynamic. We had always been pretty democratic in what we did to each other (ie: sucking each other off), however I was getting less and less enticed to see him. I guess I was having better action from other more experienced guys than from the straight guy who only ever hooked up with me… or so I thought.
One day during a text exchange I was grilling him about sucking cock, trying to get him to admit he craved it and wanted to sleep with men, when he admitted to me that he did branch out… He had recently been fucked by a buff bartender that worked at his favourite pub. That was an unexpected plot twist. He told me he got drunk, stayed until closing and the straight acting bartender brought him home and took his ass virginity.
I was jealous. I have no idea why, I literally didn’t want to suck his cock anymore and mostly just enjoyed taunting him via text about him wanting to blow me. But I didn’t see him for a while. Andy started messaging me more often, and at some point he told me he had recently broken up with a girlfriend and really wanted to see me. So I established a simple scenario: I come to your place, you blow me, swallow my load and I leave. That’s it. I didn’t want to have to suck on his cock or jerk him off. I wanted the straight guy to swallow my cum, so we did exactly that.
The begging started after that. This buff, tattooed straight dude was pleading with me to allow him to come suck my cock. I put him off for a while but eventually got horny and set up a hook up. I was very stern with him this time and gave him specific instructions. He was to come to my place, my door would be unlocked, he would undress and come into my bedroom where I would be already hard. He would suck my cock, swallow and leave.
We did most of that… but things took a turn. His demeanour was so pathetic. He was literally begging for my cock, calling me Sir. I would hold his head down on my cock, forcing him to gag while deepthoating me, his saliva leaking down my balls and his desperate eyes looking up at me. I pulled him off my cock using his hair and smacked his face asking him if he wanted my cock. “Yes sir”. Did he want to take my load? “Yes sir. Anything you want sir.”
I pushed him back down onto my cock but was nowhere near ready to cum, and his blowjobs had never really been the best anyways. I pulled him back up and told him to get on all fours. I got up on my knees and was face fucking him, looking at his thick hockey ass bounce. I had never explored that part of him before… but seeing it move as he choked on my cock I became fixated on it. I told him to turn around and show me his ass and he did. I spanked it a few times, making it red. Andy was really taking it. His eyes were closed and every time I asked him a question he would respond “Yes Sir”.
He was mine for the taking.
I then slapped my throbbing cock onto his sweaty, hairy ass crack and he instinctively leaned into it. I rubbed in up and down, enjoying the thickness of his ass. I just went with it in the most primal way possible, I told him he was my bitch and that I owned him. I spat on my cock and on his hole, mixing with his sweat, and grabbed a handful of his hair, fucking his ass crack. He was still in doggy style position with his ass pushed out begging to be used. I just pushed my cock into his tight hole and it went in all the way in one shot. He moaned a little but I told him to shut the fuck up and pulled his hair more. I stayed balls deep in him for a couple minutes so he could get used to it, his breathing was heavier and his head leaning down. Then I smacked his ass again and started slowly thrusting in and out. I was just his second cock ever and I could feel how tight he was. When I worked up my rhythm he was literally moaning like a whore, I couldn’t last too long and came a huge load deep inside him.
Then I got up, went to the bathroom to rinse off my semi-hard cock, grabbed a towel and threw it onto Andy. I told him to clean himself up and to get the fuck out of my place. He quickly wiped his ass, got dressed and scurried away.
Andy then texted me one of the hottest things I have ever received: that my cum was leaking out of his raw hole into his underwear during his car ride home and once there he used my cum to jerk himself off to completion.
Our roles were established now. I was the dom top, and he was the sub bottom bitch. He would later say that I “broke” him when I fucked his ass raw, breeding him into submission. His text messages always started with “Hello Sir” and I started demeaning him much more. Making fun of how much he craved my cock and how he wasn’t a real man. I would have him buy me things, like underwear and books. I got him to buy jockstraps to show off his thick ass when I bred him, I had no interest in seeing his weak cock. He got a butt-plug engraved with my name that he wears until we meet up. I pull it out and his ass is pre-lubed, ready for me to pound. I got him to shave his ass like a little whore, contrasting with his hairy masculine body.
He would just always be begging for me, it sometimes got exhausting and I would ghost him for months. Then I would go and pound his ass, tying up his arms behind his back to ride him better. He lets me take photos of him, my cock deep inside him and I call him a dirty cock loving whore. We even discussed many times that I would love to loan him out, have a third come over and fuck him in front of me. That has not happened yet but maybe one day.
Nowadays we see each other less regularly, but still text. He repeats that only I own his ass, as he goes on to date women. He gets off on me talking about him to guys I chat with and wants me to share the pics. Sometimes I send him screenshots of conversations I have where I mention him knowing it gets him off. He has also been begging me for years to write a story about us (he is one of the only people who knows about my Reddit profile lol)... So I hope you enjoy this when you inevitably find it Andy ;)
Ironically enough, I am much more of a bottom and a committed cocksucker with most guys that are not him. But I would never let him touch my ass, he doesn’t deserve it. He’s just a hole for me to use.
Andy is MY straight sub bottom. But I would maybe share him one day ;)
(PS: you can find pics of me fucking him on my profile)