föFirst or Best Gay Experience
Share your sexy gay stories
Luxemboy
11/3/2025, 2:00:33 PM
No.942055685
[Report]
>>942055693
>>942054176 (OP)
Lost my virginity to my now-fiancé and have been fucking every day that we've been together minutes a 2 week break when he went home back to Ireland to pack his stuff and move in with me ^-^
Anonymous
11/3/2025, 5:00:13 PM
No.942060783
[Report]
>>942054176 (OP)
My first was meeting a guy i meet online at a motel when i was 13.
he extended his stay there 3 more days because he was a bit too big for me and we both wanted it to work fully.
Anonymous
11/3/2025, 5:20:42 PM
No.942061433
[Report]
First and really only time was thanks to watching Harry Potter in my friend's basement. Would be down to chat about it if anyone wants
Anonymous
11/3/2025, 5:21:47 PM
No.942061477
[Report]
A few years ago, I was visiting NYC alone and found myself sitting on a bench in Times Square, overwhelmed by loneliness and not knowing where to go to shake it off. I needed an ego boost, so I ended up at Stonewall for drinks, partly out of fascination with its history but also to be around people.
While I was there, I got hit on pretty aggressively until a more laid-back guy invited me over, probably because I looked like a lost puppy. We talked, he flirted, and to my surprise, I actually enjoyed the attention.
As the night wound down, he invited me back to his place so I wouldn’t have to make the long trip to my Airbnb in Brooklyn. We kept talking about life, and before long I was on his couch in just my briefs, heart pounding. He teased my bulge through my briefs with his mouth until I had to decide whether to let him take them off and let who knows what happened, although I had a rough idea. After some deliberation, I eventually I ended up naked, seeing how my briefs got put to the side and exploring things I never expected.
There were flashes where I thought, This isn’t for me, but walking out suddenly felt more awkward than staying in the moment. I would just lay there or be put in a position waiting for the next act to begin which didn’t feel natural but the idea of stopping things and awkwardly getting dressed to leave in the middle of the night seemed foreign to me.
Anonymous
11/3/2025, 5:42:34 PM
No.942062222
[Report]
Used to fool around with my best friend and his brother as a teenager.
Started with me and my friend occasionally jerking off while watching porn together, though we never touched each other. One day he has his younger brother join us. And once we get into it, they reach over and start trading handjobs... both so casual about it it's obvious it's routine for them.
After a bit longer, my buddy pulls his brother's head down into his lap, who starts giving him a BJ. They're both trying to play it cool, but my friend is nervously glancing over at me for my reaction and I can see his brother is blushing red from embarrassment, so I'm thinking they planned this whole thing.
I'm a bit weirded out, but also horny as fuck, so I just roll with the whole thing. After a bit, my friend tells his brother "help Anon out too" and I find myself receiving my first ever blowjob. That feels fucking awesome and overrides the awkwardness of the situation lol.
That ended up being the start of a bunch of recurring threesomes with the two of them. I never did anything directly sexual with my same-age friend but I did eventually fuck his brother, and even gave head a few times.
Anonymous
11/3/2025, 6:23:31 PM
No.942063418
[Report]
best gay experience was a 3 month affair
>be friends with 2 guys i met in a local gay chat room, we used to get together and suck off each other when we were younger
>we all grew up and kinda lost contact until recetnly
>the three of us are married straight, one of them has kids
>we get together for drinks and to talk about shit
>we realize that whatever we do would get us in a ton of trouble in our public lives and with everyone carrying a camera and trying to go viral we would be having a hard time fucking like we did 20 years ago
>after a couple nights out trying to figure out how to suck dick and not get caught, we hatched a plan
>one of them rented a very small apartment in a public area with a different name, we would all pay the rent equally and we'll tell our wives we joined a group of old friends who play cards once or twice a week
>in the apartment we set up a table, cards, beer in the fridge and a TV to listen to music and watch games, just in case one of our wives tried to drop by
>in the bedroom we bought a king size bed and a ton of space to hide things
>we started getting together to jerk off to gay porn and suck dick twice a week
>we all liked sucking but out of the three i was the most passive so i would suck more and they got sucked more
>by the end of the first month i already had panties, stockings, heels and other lingerie i liked to wear while sucking them and they had also invited more random guys every now and then
>by the end of the second month they fucked me eiffel tower style every week while i was in full tranny attire
>after the third month one of the neighbors complained to the landlord and the landlord saw me in full drag when he visited
>we realized it was a close call and we called it quits
Anonymous
11/3/2025, 6:54:03 PM
No.942064315
[Report]
>be me, 13
>mowing lawns for extra cash
>meet older neighbor, mow his lawn, he invites me in
>he has this "man cave" in his garage before i even knew that term
>nintendo, beanbags, standup gauntlet arcade machine, sodas, beers, nudie magazines, cigarettes
>think its the coolest spot ever and he seems chill for an old guy
>he says i can come hang out anytime i want to get away from my family, i take him up on that
>end up hanging out there often, at first totally normal but he starts showing me penthouses and playboys, porn VHSes
>"on accident" shows me a video of a guy blowing another guy, he apologizes, then admits he likes to do that sometimes and i'd love it if i let him try it out
>laugh it off, tell him no thanks, but his hand is already on my thigh and i was already chubbed up from looking at playboys
>he starts to touch me, i don't stop him
>vividly remember watching this old guy bobbing his head on my cock and looking around the garage wondering wtf i was even doing but loving the feeling
>cum buckets, immediately feel ashamed and disgusted
>go home, vow to never tell and never do it again, but get horny and i know i have an easy way to cum waiting for me
>give in, visit him, cum buckets again, hate myself again
>repeat a lot of times until we move away
Was years ago now. Never told a soul in "real life".
Anonymous
11/3/2025, 8:32:56 PM
No.942068402
[Report]
>>942054176 (OP)
met a femboy on grindr and parked outside of his apartment. he got in and sucked my cock before pulling down his sweats and straddling me, he lasted maybe 10 minutes before he came everywhere and had his legs shaking.
Have another time where i sucked off my friend and often shared him with my exgf
Anonymous
11/3/2025, 8:57:20 PM
No.942069259
[Report]
Hooked up with one of my dormmates back in college.
Neither of us were open about our bicurious feelings, so it was months of "jokingly" flirting and making ironic no-homo sorta comments as we both beat around the bush slowly sussing each other out.
Once we finally crossed the line, the sex was fucking amazing. A little too amazing, tbh... we agreed up front that it was just gonna be casual experimentation, but once we'd crossed that line we couldn't keep our dicks outta each other. What was supposed to be a bit of casual experimentation quickly spiraled outta control.
We were both pretty confused/uncertain about our sexualities at the time, we got kinda freaked out at our intense chemistry, especially when it became obvious we were starting to catch feelings for each other. So we decided to make a break and stop rooming together at the end of junior year, and quickly drifted apart. To this day I really regret chickening out like that and wish we'd maybe tried to let the relationship keep developing...
Anonymous
11/3/2025, 9:04:27 PM
No.942069566
[Report]
>>942054176 (OP)
>vacuum wrapped clothing
>a literal hole in the same clothing
stupidest trope in all of hentai
Anonymous
11/3/2025, 10:45:01 PM
No.942073849
[Report]
I kinda accidentally fell into a gay relationship lol
Started as casual threesomes with my roommate and his gf. Was straight at first, with my roommate sharing his gf with me. But over time it got gradually more gay as the girl kept goading me and her bf into doing more and ore stuff with each other, and we both ended up liking it.
After a while we kinda ended up as a throuple, basically? Like, it wasn't exactly official, but I was sharing their bed with them and we were going on three-way dates and shit.
Then the girl exited the relationship (amicably... she got a job that required her to move cross country). Which just left me and my roommate together as kind of a de facto gay couple? We went to some effort to try to find another joint gf to share, but never had any luck, so we just kinda ended up being boyfriends for a couple years from sheer inertia...
Want a little tease? Ask me nicely.
.