Do you remember the first guy that fucked you?

[Aidsbait]

easy to remember as it was my older brother. I had been sucking his cock for 2 years already so it seemed like a natural progression. he worked my hole into a pussy for a couple months first, cause he’s got a big cock.

[Rillion]

My first attempt was when I was really young with my best friend but neither of us knew what we were doing or that lube existed. We both tried but couldn't get it in so we went back to sucking.

First successful attempt was in college. Went to a dance sponsored by the schools LGBT club. Too nervous to approach any of the other students so let myself get picked up by an older townie that was out hunting the event for chicken.

We went back to his place in town and he left me fuck him until I came and then he fucked me. We used condoms as that was expected at the time since it was the height of AIDS will kill you and there is no cure (1988).

While I am generally into younger guys, he was like the slightly older version of my archetype, a blond surfer dude. I laugh now, cause I'd totally do someone the same age as he was then and be happy about bagging a younger guy.

[Guest]

On 11/2/2021 at 9:43 PM, TakingItDeep said:

Oh yes. I was insanely young, I was fooling around (kissing, touching) with a neighbor boy and then he just admitted one of our neighbors, a man, like 4 houses away could teach me how to do more. I went over, he sucked me, I sucked him a few times. I caught him playing back there and didn't understand and then he just said it was "just like a girl would do it" and I said ok. Got on my back, he ate me out and fingered me a bit and then he just started to go in. 

Felt insane, I didn't know what was happening but he started kissing my neck and kissing me and just slowly got the pace going. He did it like 3 times that day, one of the greatest days of my life 

My first was also with a much older—he was 70+ and I was in HS. Like with u be began by kissing me, fingering me and he started to eat me. Once his tongue was in me and on my hole, I had to have him. We were together in secret throughout HS—while dating many women—until I joined the military in my early 20’s. Married to a woman who won’t peg me and I am craving kissing and eating gay thick bottoms. 

[Dinoo]

The first man that ever fucked me was a stranger at Flex when I was 18, this was probably my second time there and the majority of my sexual experience was mutual body contact with my brother (I am a year younger but arguably shared him almost everything I knew from jerking off to discovering porn on Google...lol but that's a story for another thread.) I was in the steamroom and one guy was there, and I was walking out when I heard "Nice ass." I of course turned around and sheepishly said "Um, hehe...thank you" which led to asking if I'd ever been fucked to which I admitted a guy had tried but didn't succeed as it was painful. 

"i'll be really gentle" was his reply and how could I say no to that? I was very shy at the time and unable to turn down most men who made an effort to compliment me for a couple years at least. I remember getting on all fours, with my towel underneath and true to his word I don't remember it being painful at all, but I don't recall much of the actual fucking either except it was not more than 5 minutes or so. 

"I won't cum in you" was what he said and I said "Okay" but I had no idea why he said that because I was ignorant to STD's and HIV and associated risks. He slid in me without a condom, by the way, which I figure now was what I would then associate with pleasurable sex (I topped bareback my first time that same or the next visit, which is also a story for another time.)

After a few minutes he slowed down and stopped, and said "I gotta renew my room," which I later (and usefully) learned is the old standby for escaping a situation at a bathhouse and left me waiting, still on my fours, for him to come back. After a few minutes I was wondering where he went and instinctively reached around and felt/smelled the soon to be addictive feeling of cum in/on my my hole... and I remember feeling dirty and used, but certainly not turned off and I credit that moment with starting my journey as a raw cumdump.

Anyway, the point is that I don't remember what he looked like, nor his name if we had even exchanged those, and that I enjoyed the experience although it would have been hot to tell him how I evolved from that point on.

Phew, I have never written that down, at least not so detailed for sure and I have to say it feels cathartic to recount and share with a community who is built on the appreciation of bareback sex!

[Oracle1100]

Yes I do. We went to a trade school. He kept coming on to me. One day we were in his basement. He had a soundproof room in the basement where I gave up and finally gave in 

[Pigforcum]

The first guy that fucked me I have very fond memories of. Bareback and he cum in my ass just how it should be. I haven't looked back since then and have enjoyed sex with men since. Al though I am pansexual I much prefer sex with men though the female body is pretty to look at IMO

[Tanbbottom]

Very fond memories of the first time I got fucked. He lived about 300 kilometers from me so I would go for a weekend. I had just come out so had very little experience. He was very gentle and encouraging. We did it with me bent over his dining room table. He suited up, used lots of lube and time, and I couldn't believe when he was inside me it had gone so smoothly. The little initial pain passed so quickly and a cock loving bottom was born. 

He was also the first guy I fucked. It was a long time ago but I think he had me fuck him later that same night when we went to bed. He knew I'd only had sex with my wife of the time so he had me do him bareback. I loved the feeling inside his ass. I'm a bit embarrassed to say I didn't give him the pleasure of cumming in him. So he had me take a piss when we were done to make sure none of his shit was trapped in my shaft. 

His partner's mother came to the door while he was fucking me which brought that 'loosing my cherry' experience to a rapid halt! Lol 

[Luxbrit]

Lol yes, some guy off grindr took me back to his place and fucked me on his water bed

To this day, that is the only time I’ve been on a water bed 😂

[GayinIndiana]

Yes I do. December 20, 2014. Met a jock with a sock fetish off of Adam4Adam (might have been Scruff). That morning, he came over and we went into my bedroom. While sitting on the side of my bed, we rubbed each other's bulges through our pants and both of us were hard. Next thing I knew, his jeans and underwear were on the floor and his hard, warm cock was in my hand. It pulsated as I stroked it. He then said in a soft, sexy voice, "You can suck on it if you want". With that being said, I leaned my head down, mouth open, and took his glans in my mouth. It was amazing tasting dick for the first time. It was rubbery in texture yet juicy in flavor. I bobbed my head and sucked that big cock good, and the guy laid back and moaned a lot. I went down to try to suck his balls, but they were sensitive to the touch, so I kept sucking and sucking and getting his cock all gooey. He was about to cum, but I gripped the base of his cock and edged him, saying that I didn't want him to cum until he fucked my ass.

I bared my ass and got on all fours on my bed, my ass hiked up. He put lube on my hole, which was cold and made me jump a little. He then slid his cock into my hole, which was so eager to be penetrated and didn't hurt at all. I was like, "Fuck yeah", really digging having a guy's dick up my ass finally. I wrapped my arms around a pillow as he rocked his hips and slowly fucked my wet hole. After awhile, I begged for him to fuck me harder, so he obliged, grabbed my waist, and thrusted with all his might. All I could think is how fucking good it felt to have my ass pounded and feeling that thick cock deep in my rectum. He blew his load after awhile and both of us were shaking and breathless. Before he redressed, he let me inspect his ass, which was firm, with a sparsely-haired brown hole. I wish I had licked his asshole, bet it tasted amazing. I offered this guy to come back anytime for more, but he never did. Kind of miss him and his masculine way of being. I need a dominant man in my life.

[jz48811]

I was 19 and he was probably around 40.  Hispanic guy with a big uncut dick. At that point uncut cock was kind of new to me and I fucking loved it! And yeah, his dick was genuinely big, didn't just seem that way since he was the first guy to fuck me:)
I remember going to his apartment where he fucked me in a whole lot of different positions, some of them fairly acrobatic! And I also remember that I had to keep my hand off my dick to keep from instantly cumming and to this day, though I don't bottom a whole lot, I gotta really work to keep from unloading when I feel a cock slide up my ass!

[downtownswallow]

A friend from high school.  Knew he was gay and he knew I was curious.  He took his time and it was great.  It left me with  a positive opinion and desire to pursue more gay sex.  Some wasn't very good, but I've enjoyed most over the decades.

Edited June 21, 2022 by downtownswallow

[RandyCubby]

Honestly, no. There have been SO many. It might have been a guy from the park I went home with and whose cock I rode cowgirl, but I think that was just the first fuck I truly enjoyed. I think there were fucks before that. Fuck, I don't know.

[Guest]

No. Never saw his face.

[EpicNarwhal]

I most definitely do, and pretty vividly at that. I was... 20? I think 20 at the time. I'd done some very light experimenting already after sucking my first cock about a year before, but hadn't really thought about getting fucked. I hadn't even had my ass played with. I think I'd fingered myself a little at that point, but only really did it as a bit of experimentation. But at the time I was also discovering my exhibitionist side and jerking off on cam for a mixed audience of what ended up being mostly guys, and they kept wanting to see my ass and they kept giving me lurid descriptions of the things they'd do to it. And some of them turned me on quite a bit. So I ended up posting a couple ads on Craigslist, most of which I didn't take anywhere. I was just enjoying the attention. 

Eventually I got a response from a guy with a swimmer's body and a pretty nice cock, and he also had a lot of things to say about my ass, but mostly focused on how he was going to play with it. Again, fucking wasn't explicit, but it also wasn't off the table. After a bit of back and forth, I caved, we found a time where I had the place to myself, and when I asked what his plan was, he said I was "going to get rimmed, fingered and fucked real good." And for some reason, I only really registered the first two. I'd still never really had my ass played with, so I figured that was about as far as it would go before I sucked him off or something.

He also asked me to answer the door naked. Which was pretty damn exciting.

Anyway, he drove in, walked up, I answered the door and did my best to strike a bit of a sexy pose. He was a bit pleasantly surprised that I'd actually answered the door naked, and said as much while reaching down to palm my cock, which was pretty hard just from anticipation. We went downstairs, which gave him plenty of opportunity to ogle me from behind, and once we got down to the bottom he reached out and rubbed a couple fingers over my hole, the first time anyone but myself had touched that spot.

I hadn't quite figured out I had a subby streak yet, but on a whim told him that he could go ahead and do whatever he wanted, and a lack of protest on my part could be considered consent. Which in retrospect kinda sealed the deal.

Upon hearing that, he grinned and had me bend over the side of the couch, at which point he wasted no time in planting his hands on my ass, spreading my cheeks and planting his tongue square on my hole. It was pretty overwhelming at first, both because I'd never felt anything like that before (and was quite liking what I was feeling) and because I absolutely hadn't expected it to be that quick or sudden. 

He kept rimming me for... I don't actually know how long. Time kinda gets fuzzy when you're in that state. Suffice to say, I was very much enjoying myself, and idly noticed at some point that his tongue had actually penetrated me and was fucking my hole, which was an incredibly hot sensation.

Without a word, he pulled back and slid a finger into me, which thanks to the enthusiastic rimjob went in with basically no resistance. I just gasped, and he immediately went for a second finger, which went in almost as easily. And man, it felt way better than doing it myself, mainly because it wasn't a pain in the wrist. He thrust his fingers into me a few times, and I remember getting into it enough that I was moving my hips back to meet his hand, which he obviously took as quite a bit of encouragement.

And then it happened. He pulled his fingers out, I heard him change position, one hand went on my ass and spread me out again, and then I felt something blunt, round, and definitely not finger-shaped pressing against my hole. And between the rimjob, the fingering and my being massively turned on, what I guess was the head and a good portion of shaft sunk straight in. In less than a couple seconds, I'd gone from enjoying having my ass played with for the first time to having half of a bare cock in me. And it was a couple surprise, because I'd never said anything about getting fucked. I hadn't taken it off the table, but I hadn't really acknowledged that it was a possibility.

Well, now I had no choice. I had a cock in my ass. Getting fucked wasn't a possibility, it was what was happening. And I remember having a moment of wondering if I should protest before thinking "what the hell, it's already done, may as well get the whole thing."

So when I didn't say anything, he sunk a bit more into me. And then a bit more. And then all of it. I remember reaching back to feel where it disappeared into me, and feeling just a bit of his cock outside me. 

He took it very gingerly at first, to his credit, and in retrospect that was probably for the best, because I was still getting used to the feeling and was (or rather had been) a virgin. But after a couple minutes he started experimentally going a bit faster, a bit harder, and a little while later he reached between my legs to find I was fully hard. He started thrusting really hard at that point, and then pulled out of me a few seconds later, smacked my ass and sat back on the couch. I remember being confused for a second and asked if he was too close to cumming, at which point he gave me a confused look and said he'd just cum, which I was surprised by. I'd expected to feel it. But I still thought it was hot as hell and ended up cumming all over myself a minute later while he watched.

So I indeed got the full experience. In one afternoon, I went from having not had anyone touch my ass to having cum leaking out of it. How could I possibly forget that?

 

[hornybrownbottom]

I used to think it was one of my teachers but I now realize that was the first man I enjoyed having sex with. I am pretty sure the first guy who bred my ass was a house servant. Not sure if it was the driver, the security guard, the chef or the cleaner (as you can bet they talked to each other and each one of them used me). They were all in their thirties except the guard who was in his forties. Damn I really have always been a slut all along.