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Hey, guys! It’s as the title says: what was your first gay experience or first gay sexual encounter and how did it feel like?
We are asking because some gay men took to Reddit to share their own first sexual gay experiences. One man for instance, revealed that his first gay sexual experience happened during his military service, “In a shower, between 3 and 4AM. He approached me, I did not resist. Was exhilarating.” Another gay man said, “Met a guy on AOL in a chat room. Blew him in his car.”
Meanwhile, one guy shared:
My first experience was in college. Told my then girlfriend that it was something that I wanted to try and surprisingly she was supportive. Met a guy on Craigslist and he came to my apartment. I sucked him off and he finished in my mouth and I will never forget that he made a “minute man” comment right after he finished. Took me a while to cum from his mouth/hand because I was nervous but it was euphoric in a way that I’d never experienced before.
On the other hand, another guy confessed that his first ever gay experience happened only recently. It was a few days after his 29th birthday, he said. Moreover, he told his hookup it was his first time and that he “just went for it.” He said, “We kissed, which felt very weird. Maybe he was a bit too forceful. But he said I was a good kisser lol.” The man added, “It was also the time I found out I did not like blow jobs (and was confirmed later on). I asked him if I could top him. I couldn’t. We kissed for a bit more. And that was pretty much it.”
Having said all that, what was your first gay experience or first gay sexual encounter? Did you regret it? Why or why not? Share with us your thoughts and stories in the comments section below!
It was the late seventies and one of the guys in our group of friends asked me to come to his house after school. He said his mom would be out and we could hang out. As we were going upstairs to his room he grabbed my ass. I was surprised but all us guys used to rough house and grab each other’s junk when we swam in the pool or slapped each other’s butt in good fun when the opportunity arose. We went to his room and he told me he wanted to show me something. We sat on… Read more »
It seems like the virginity-losing experiences of most guys I ask this of weren’t good. I guess I feel “blessed” that mine was outstanding and I remember almost every second of it fondly even though it took place back in 1978 when I was a college freshman. He picked me up in the stall of a men’s room having seen through the crack in the door I had an erection having just started to jerk off. Wasn’t really my type because he was in his late 20s and had one of those ’70s mustaches, but still, I figured “here’s my… Read more »
I had a sleep over with a class mate when we were both 13. He gave me my first blow job. I was nervous at first, but once you feel how wonderful it felt, I loved it. we continued mutual oral and J.O. and outdoor nudity for several years after that. I never regretted it and remember it fondly.
Define first gay experience. Does any or all sexual contact matter. I’ve been messing with other guys since I was a kid and some of us little boys used to play with eachother sexually. After reaching puberty that playing around involved ejaculation. I had actual intercourse as a teen. Then my first real love making experience which involved passion and making love with another man finally happened when I was a young adult. So I don’t know when I can or what to call my first time. It’s like Bill Clinton getting head but denying he had sex with that… Read more »
At the age of 17, I joined the USAF in late 1979. I had turned 18 while in basic training. After I had completed my basic training while awaiting my tech school training still at Lackland I met my former Training instructor from basic. He seemed cool and he invited me to go drinking. At that time while on base, the legal age was 18 for drinking. Later we went to the drive-in movies, in those days they showed porn late at night which was really hot. Later we drove to his house. Since it was late and we were… Read more »
I was in high school and at a friend’s house. We got some hustler magazines and started looking through them. He kept commenting on the guys dicks. I was getting hard and he noticed and said “you look excited “and grabbed at my crotch. I grabbed back and we started wrestling around. I unzipped his pants and got his dick out( which was hard). He unzipped me and got my hard dick out. We looked at each other and he said “now what?” I said ” how about sucking it?” He said “you first” and I went straight down on… Read more »
When I was 17 years old I was on my way home from work around midnight one cold winter night my car ran out of gas about 4 miles from home A guy pulled up behind me ask me what was wrong I told him I ran out of gas He took me back to the gas station got gas and came back to the car I was putting the gas in when I felt a warm spot on my rear I never gave it a thought at the time After that I went to start the car run the… Read more »
My first gay experience was in my college library bathroom. I went into a stall and the guy next to me started tapping his foot and moving it under the stall separation wall He then cupped his hand under the stall and motioned that I come down. I got down on my knees and he pulled my already hard cock under the stall and sucked me while squeezing my balls with his hand. I came buckets in his mouth and after a bit pulled back, pulled my pants up and left. Never came so hard as I did that time.… Read more »
My first real experience was terrible. This guy was suppose to be super experienced. We flip f#ck’d. He was terrible. Worst experience ever. I’m a bottom and will never have the desire to top again. (Unless Tom Selleck is involved)
My first experience was BORING….I wish I had had a book. Thought it was my lack of experience – tried him out again like 10 years later. He was still a bad lover
Man, I’m sure it wasn’t fun at the time or ten years later, but just the way you expressed made me laugh.
Scary, exuberating, fulfilling, satisfying.
I was 23 when I had my first gay sexual experience. I’ve always been very comfortable being naked in front of anyone, so one day I answered an ad to be photographed in the nude. It seemed like it would be fun and I would be able to keep all the pics. He was probably in his late 50’s. I went to his apartment and he photographed in his bedroom on his bed. He was friendly and personable, so I was very comfortable to be nude in his presence. After the photo shoot he asked me if I’d like a… Read more »
My first gay experience was in the community pool locker room. I was old enough to get excited seeing naked men, and I knew from TV that meant I was gay!
I remember looking at gay stuff online and wondered why guys were always wearing jock straps. So I posted an ad on Craigslist, asking that. Some guy responded. It was so long ago that I don’t remember what he said. We chatted via email for a while , then phone calls and we finally hooked up in a motel. He had on a jock and I was in silky athletic briefs. We laid down chatted, he saw how nervous I was. Told me to relax Pulled my draws down and gave me the best bj of my life( at the… Read more »
We were both 13, and found a playboy. We paged through it. We started by jerking off in front of each other, and as days progressed we got bolder. That was 50 years ago. I am married to a woman and still remember those early days very fondly
It’s really funny how many guys started guy to guy sex over a Playboy centerfold.. ditto for me. I was about 13 and had a friend, we used to do sleepovers at his house. His parents must have taken sleeping pills.. we’d go sleep on a back room on the first floor. First up was some Testors Model Glue and a paper bag – unbelievable high (called huffing.. it wasn’t a very healthy thing, but it was hot and easily available.) When we came down a bit we got our cocks out to jerk off, and somehow that ended up… Read more »
My first gay experience we were both 16. We were playing pool and he suggested a bet. I said ok what would bet be. He said loser jacks off winner. Last bet was loser had to streak this cemetery, needless to say I lost both. He shot on a cookie then told me to eat it.only bj’s for next 11 years. My first anal I’ll never forget. He was 9” beer can thick. Now u know why I won’t forget it
My first time was when I was 13, involving, my 16 year old neighbor, a treehouse and a Penthouse magazine. Sometimes they posted a couples spread and we were talking about both her and him, specifically his cock. We decided to get naked compare our two cocks. I always considered myself hung but he was a bit bigger. Of course we were hard and placed our cocks together to measure. It began to heat up and we took turns laying on top of each other and thrusting our cocks together until we shot our big loads all over each other.… Read more »
My first time was my first day at college. After moving into the dorm and having that level of freedom I decided what the hell, and wanted to know what it was like to bottom. Met up with an older guy on Craigslist, told him it was my first time and he took it real slow and easy and made the whole experience feel great even though I was super nervous. Felt very weird afterwards emotionally walking back to my dorm, but after I worked through all that realized how much fun it was to give up control and be… Read more »
Me and a friend were about 15, I stayed at his house overnight and rented a movie from the local store. Little did his parents know but we were able to rent “embrace of the vampire” with a hot lesbian scene with Alyssa Milano. After the movie we agreed to jerk of to that scene together and after watching him for a few minutes I decided to just go for it and reached over and grabbed his cock. When he didn’t object I went further and sucked him off. We did that for a few years and then just decided… Read more »
My first gay experience happened the summer when I was 15 years old. I had a girl friend that summer and was getting laid on a regular basis. The guy next door came home from his first year in college. We knew each other well enough being neighbors but being younger than him we didn’t hang together. But when he came home that summer he wanted to show me what he learn while away at school. He talked about guys giving other guys head and how much better it was getting head from a guy. I told him I wasn’t… Read more »
I’d be happy to suck you anytime you like.
So it was when i was around 12-13 years old. I had this guy who lived across the street from me. We would get together and play around.He was like 15-16 at the time.We had a great time making out and touching each other. He had the biggest dick i ever saw ( at the time) nice and thick. We convinced hi younger brother to join us and he wound up penetrating his brother and me that day. I think that is when i decided sleeping with guys was for me. We would get together at least twice a week… Read more »
Fayetteville, N. C. 1977 I was 19. I always knew but never acted on my sexuality because of being frightened by things like, well society, church views, and signs in the XXX theaters (the only place I knew where to go) that stated “Homosexuality is an act against nature and anyone caught in the act will be prosecuted to the full extent of the law” but eventually I met a man, we chatted and moved to a place away from the X theater so that we could talk. We decided to meet at the airport where I parked my car… Read more »
Like many, I had my first experience when I was very young. My cousin, who was actually a year younger than me, instigated our play during sleepovers. He wanted to pretend like we were “girls” and lay on top of each other naked. That turned into rubbing our “pee-pees” together, then taking turns at sucking. The catch was, he couldn’t yet cum, but I could, so he was afraid that I’d cum in his mouth. That became an excuse in our game where we were each supposed to blow one another, but once I was done with him, he didn’t… Read more »
I met a guy the wife and I were going to swing with and as we talked he told me my wife wanted me to try bi.I wasn’t sure about it but asked how would we start and he just took his pants off and said she wanted me to suck his cock. Well long story short i did and was hooked
My first encounter was a fantasy cum true. I always wanted to be fem in bed. A guy came over and he treated me like I was a gurl. We did just about everything and he fucked me in every position imaginable. It was really hot!!
I love fems… sadly not many are around now.
It was miserable. I was 18 and he was 30. Neither of us had any experience, and it was several more encounters before I could feel relaxed enough to have a really satisfying encounter.
My first experience occurred when I went into an adult bookstore in my hometown. I pursued the merchandise but noticed the arcade in the back. So, I got $5 in quarters from the cashier and decided to check it out. I threw a $1 worth of quarters in and started a video. Next thing I knew a dick came through a hole in the wall! A nice looking BBC! I must admit I had never thought about these types of things before. Alas, I was intrigued and touched and rubbed it. I got really turned on by touching a guys… Read more »
Man I wish we lived close bi
My first was a date on gay date web site.
Been w many girls, just never a guy.
We hooked up. Not a match but wanting to try things.
I went down on him and gave him head until he buckled and blew on my chin.
He said best blow ever. I try to get even better.
My first time was when I was 19…. I answered an ad some one was looking for a bottom, discreet, clean, I mean I had never done anything, so that’s me…. He called me, and we made plans to meet up, he was going to park down the street from my house, so the day of, very nervous, I showered up, shaved and cleaned myself out downstairs… Got dressed and headed out the door… It was summer, so I waited just kind of walking up and down the street, and this car pulled up… I remember it was blue… He… Read more »
I am a black man whose first encounter was with another black man. The sex was not great. He dumped me to be with a woman so he said. Today, I am only into white men, which I never saw that happening.
I am a white man
My first time was awkward. Neighborhood friend. We put our mouths on each other’s dick on the count of 3 and just held it in there. No sucking, no up and down action. We then tried anal and after a little bit of work, I popped in him. Felt so good for both of us. I remember so well when I shot my load in him, he told me that he felt it.
I was in the 8th grade, still prepubescent and completely hairless. On the last day of school a group of boys asked me if I wanted to join them. They were going to one of the boys’ house and mess around. Both of his parents were at work. All 5 of the boys had fully developed packages and lots of pubic hair. I had seen all of them naked in the locker room after gym class. I was a little surprised they asked me because they didn’t hang out with me at school. When we got there they broke out… Read more »
My first gay experience was with a boy that my mom babysat. We were both grade school age, he was a little younger than me. He was a boy growing up with a single mom who worked and mine didn’t so she would babysit for mothers who did. I believe his mother was fairly loose because he seemed to know more about sexual things than I did. It started off with kissing while we played pretend and from there it advanced. We would sneak off to the back bedroom and try new things. I can still remember tasting his cute… Read more »
mine is memorable but it wasn’t fun or enjoyable. Wish it was more like the stories I read or fantasies but it is what it is and have to get over it.
I met him in a yahoo chat room. He was a grad student at Yale living in a single dorm room. I was maybe 35. I had played with a neighbor my age when we were maybe 12 so I don’t think that really counts as my first time. The Yalie was new to this as well so we spent several minutes just fondling each other standing in our briefs. The excitement was unbearable. I almost came when I slid my hand inside his briefs and held another man’s erect cock for the first time. We slowly stroked each other… Read more »
My first experience was probably not what I expected.i always considered myself heterosexual but one day I was in an AOL chat room and a guy kept reaching out to me. I suppose at some point I figured, what the hell let’s see what happens if we meet. I ended up going to his house as he told me he had a jacuzzi we could relax in and after a long day at work that sounded nice. He offered me a beer and we sat and talked. Before I knew it he was rubbing his hand on my leg and… Read more »
My first encounter. I went to a gas station. Their was an Arab guy behind the counter. He’d asked me where can he find girls. I said I don’t know i’m into men for the time being. He said really. He asked me if he could drop me off back home and I said yes. But before he did he asked me to give him head which I did. He came and ask me to swallow so of course I did. I was 18 and he was 44 and hot. I’ll never forget it. I give him head probably two… Read more »
For me it was a neighbor Dad and without going into the details on a “family” board I’ll just say that the first time he offered me his cock (at 11 1/2) and he saw how I accepted it he knew from then on he had a beta boi slut. That was my first time. xo
My first time was the summer I was 16. My family has a big farm and my folks hire guys to work it for them. Everyday after the work is over, the farm guys hang out at the big barn drinking beer, smoking pot, and fucking around. They were all hot as hell with all of the physical farm labor and my hormone enraged 16 year old libido was in overdrive! I loved to go out to the barn during these wild parties. My mother would have shit a brick if she knew I was out there and what I… Read more »
Tell us about the lacrosse coach!
I agree
I agree with Ray abd want ti hears about the lacrosse coach
My name is Jeff and i am.now 58, but i grew up on my families south Georgia farm with my parents, older sister and two older brothers. My Grandfather, my father and both older brothers all were dominate men and i was the youngest , look different as no one in my family had blonde hair but me and my father said he knew i was gay very young and he protected me from any hate way back then and i honestly had no idea 45 years ago what gay meant or incest but both became very important in my… Read more »
That’s a great, and also tragic story Jeff. I hope you’re getting along ok these days and having fun, crazy sex with dominate men and big cocks just like the old days!
It was 1996 and I was much older than most (35) but I never really had the chance before. I answered an ad in an alternative newspaper to go visit a guy who claimed to be great at blowjobs. We arranged to meet at his place and after he closed the door, he sat on a chair and pulled me up to him. He unzipped my pants, pulled my cock out of my boxers and started sucking me off. Every minute or so, he would pull off of my cock and make some comment about how guys loved his cocksucking… Read more »
And there is certainly nothing wrong with that…
About 2003 – I finally got my buddy to top me while we were rolling. I loved it. Still do. I think it’s absolutely incredible.
Riding is phenomenal.
Yes, I was very pleasantly surprised when I had my first anal penetration. It felt good and was most erotic! I was new to male sex and just sucked my first cock with the intention of having him cum in my mouth. He had other ideas. After I sucked him until he said it felt too good. He pulled me up from the couch and for a moment I was confused. Then he reached in a vase and pulled out condoms and lube. I had just crossed the line into bisexuality with my mouth and was eager to try more… Read more »
Was in the early 90s was on a video store picking out some porn. This random guy walked by grabbed my ass. At first thought it was just an accidental brush against me. I continued looking through the videos and was at one point I was on one knee looking in lower shelf. He walked up looking at titles on top shelf made eye contact then proceeded to pull up his basketball shorts revealing no underwear and his semi-hard cock. I was flustered and grabbed my video selection and went to check out. He followed me and again rubbed my… Read more »
I was in my mid twenties and decided I wanted to try giving a blowjob. There was a gay bar down this residential block around the corner from the local hangout. After hanging out with nothing going on I decided to walk home passing the gay bar. I walked about two blocks past and turned around to go pass again. I was about a block past when a car drove by me and slowed down as he passed. I sort of made eye contact with him but he was past me. He made a quick right and I can hear… Read more »
I was in my early 20’s and was drinking with my roommate and was over served and pass out. Woke up to him riding me to my dismay.
Ten years later I wonder what it would be like willing, so I tried it again and have been hooked ever since
It was 1984, I was an 18 year old highschool boy that knew he wanted to have sex with men. I was at a beach in San Diego, imperial beach. That is where I met two older men in there 60’s, I was attracted to older men. I was coming out of the water as they were walking down the beach, I timed it so I would meet them as I came out. I was a horny 18 year old boy wearing very short short shorts, I was an exhabitonest then and I still am.i could see them eye fucking… Read more »
I want details
I would love to hear the details of your PS adventure!!
Did you ever give details??
I was 18 and went to an adult bookstore. I had no idea what to expect. A man in his 30’s or 40’s asked if I wanted to share a booth. I agreed. We went in the booth and he sucked me off. A much better bj than any girl had ever given me. I came in his mouth. This just fuel my interest because I enjoyed it so much. I went back and started sucking cock. I went home one night with a man I met there and he fucked me. Always been bisexual, ever since.
Im not sure if we can talk about our first sexual experience on here if we were underage and it was a family member? Are there restrictions?
I was about 16 or 17 when I had my first real encounter. Like a lot of the posts here already I had had some encounters where we did a circle jerk but not what I considered as a real encounter. I had a friend come over one evening to just talk and relax. We had done sleep overs before but nothing ever happened. That evening we were laying in bed with our clothes on and he started rubbing my leg. He kept doing this and progressed up my leg to my crotch. He then started rubbing my cock through… Read more »
I had my first when on board a tanker running the East Caost to the West Coast in the late 70’s,,we stopped for a longer stay in port than usual.. and he asked if I wanted to go get something to drink/eat..during the course of the evening it came out I was curious..a few more drinks and I found myself in a motel naked with him using me as he wished..at the time I was ecstatic and even enjoyed his cock in my ass.. later I found I felt guilty for enjoying myself and was rude to him,, I regret… Read more »