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I Gay Sex First Time

Personal Stories, Advice, and Support 1,927 People

    Love It ≪33

    we were both 14. my best friend invited me over to his house for a sleepover, like usual. hes a super SUPER sexy football player whose about 6"3 with a killer smile and gets every girl he wants. we were friends since kindergarten and ive always kinda had a crush on him. i was...
    crossdresser256 crossdresser256 18-21, M 12 Responses Mar 2, 2013

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    Bf's Jason, And Stanton

    There's a lot of history behind us so ill skip most of it for now. Okay so when i was 14 I invited 2 friends over for the weekend, Jason (15 yro) , and Stanton (14 yro). We didnt do much really, talked mainly. I had a huge crush on Jason for nearly a year. I knew he was gay, but...
    Omgimkris Omgimkris 18-21, M 12 Responses Jun 25, 2012

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    Male Anal First Time By Male Massage In Hotel

    This happened about 10 years ago when I was in NYC checking out some post doc jobs at Columbia and Cornell. I had an interview late in the day and stayed the night at the W Hotel on Lexington. When I got back to my room I went to the gym to get a workout. There were only two...
    nazzan nazzan 31-35, M 11 Responses Oct 11, 2012

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    First Anal

    The first time I really had gay sex (full on anal, not just Jo, oral or fingering - u can read my other stories for that ;) I was in college. I had been chatting with lots of guys online - back when gay.com was hot - and I had hit it off with one guy who was just a little older...
    wllylmx wllylmx 26-30, M 4 Responses Oct 23, 2013

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    Dennis Learns To Take It Up The ***.

    I'm usually taking it up the ***, but this time my **** was thrusting into a virgin rectum. I leaned forward whispering words of encouragement into his ear. That did the trick as Dennis relaxed opening up my path up his ***. A groan of approval told me that he was comfortable...
    deleted deleted 26-30 17 Responses Jan 17, 2013

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    My 1st Time With A 40 Year Old Man

    When I was 18, I decided to finally share my body with someone for a night of salacious fun. Finding a random gay chatroom online, I came across a cute looking middle-aged man. He was Caucasian, 40 years old and average built. We talked for a while and decided to meet up on the...
    Jojoa93 Jojoa93 18-21, M 10 Responses Sep 9, 2013

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    So I am probably a late bloomer compared to

    some of you here but here's how my first gay sex experience went. I was 19 and my buddy Tommy was 20. We were both in college at this time. He decided to move back home and attend class back home up North from me. He asked if I wanted to come to his home town for a couple days...
    johnny259 johnny259 26-30, M 2 Responses Dec 18, 2013

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    First Times

    In the summer of 1981 (damn, was it really that long ago?!), I was involved in a church youth group trip to Southern Cali from where I lived in Alaska. There was myself and 7 or 8 others, and one chaperon. We were part of a youth bell choir for our church, and we were headed to...
    joesdog joesdog 41-45, M 13 Responses Mar 8, 2010

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    I was a 19 yr old guy

    who was naive and stupid. I was kicked out of my parents home cuz i was angry with them.I parked at the rest area on the tollway near my home and slept in the car at nite in the parking lot.. I was using the toilet in a stall & i saw a hole in between the toilets .. ? hmm i...
    Forcekin Forcekin 51-55, M 1 Response Aug 6

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    First time gay. I'm the straightest guy you'll

    meet, even if that sounds contradicting. But it started when my two buddies, one just a good friend and the other my best friend. A few years ago, my senior year of high school, a rumor went around saying my bet friends slept together. We laughed so hard because it was so...
    deleted deleted 26-30 Dec 5, 2013

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    I would like to try it

    for a first time Im 19 and live in South Carolina!
    deleted deleted 26-30 Jun 11

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    My First Time

    Ok, we were both 13/14 and both really horny teens. Now here's the kicker, it was my cousin, but it wasnt passionate it was more fun. So anyways, me and him were best buds all our lives. We did everything together. It was always me and him. So anyways one day he was at my house...
    yourmom2512 yourmom2512 22-25, M 24 Responses Feb 28, 2010

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    Fateful Encounter

    We have all had encounters that we remember and those we want to forget, but this particular one I had has stuck in my mind, even though I have for so long tried to put it out of my mind. I periodically I find myself remembering this eventful time in my life and I slip back to...
    markerss markerss 36-40, M 4 Responses Jul 14, 2013

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    Movie Night

    During the summer before my senior year of high school, I started a habit of taking a very long walk before I went to bed nearly every night. It wasn't a desire to get in better shape, trust me: it was sheer boredom that motivated this activity. In the part of the world where I...
    joesdog joesdog 41-45, M 1 Response Oct 31, 2013

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    I have not shared this experience with anyone

    before. I suppose there is a measure of shame, and I've perhaps feared being judged. When I was twelve, my dad was a handsome and fit 36 year-old man who was popular and social. I admired him greatly. Our family was a stable and loving one and my parents and brother were...
    Karphame Karphame 56-60, M 2 Responses Jul 11

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    Overnight Surprise

    When I was about fourteen I belonged to a marching band and met a friend named Roger. Roger was a year older than me and I thought he was kind of weird. He was in the drum section and I was playing first horn. We went to many competitions away from home and became better friends...
    nazzan nazzan 31-35, M 21 Responses Sep 17, 2012

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    The first time i had gay sex was

    when i was 15. My friend, Jason also 15, invited me over to his house for a sleep over. We had been friends since first grade. So that night we went to his room. His parents went overseas and wont be returning back till the next 4 days. Both of us slept in our boxer shorts so in...
    Ahauwkbkajd Ahauwkbkajd 18-21, M Dec 10, 2013

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    First & Only Gay Experience

    It was in the heat of summer, late august I think. I practically live at the beach in the summer with a lot of close friends. We were all around 14 at the time so we were just about horny all the time. My girlfriend and I had sex all the time. Sadly she wasn't able to come to the...
    WellYourStillFat WellYourStillFat 22-25, M 2 Responses Oct 28, 2013

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    One Of Interesting Gand Thrilling Gayexperience

    After introducing my first gay experience ,i am here to tell one of interesting experience.having a good looking,charming and naive face i never had problem of attracting guys to me. one such incidence is bus-hotel venture. i was in anair conditioned bus travelling to one of...
    easwar1976 easwar1976 36-40, M Nov 16, 2013

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    First Time With My Best Friend

    Im going to call him simon. We just started out as friends but as the years past we grew closer. We done everything togeather. We were like twins except he had blond hair and mine was dark brown. I was alittle one year older than him so when I started driving I would go and pick...
    RickUSA RickUSA 51-55, M 16 Responses Jun 30, 2013

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    Adam

    My first time happened when I was 14 with my friend Adam he was tall blonde and blue eyes. I always wanted to have my first experience with him because we have been friends since kindergarten. Anyway he was sleeping over that night we started to talk about girls and sex (both of...
    Bwhite2 Bwhite2 18-21, M Nov 1, 2013

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    It was when i was 19

    and he was 16. I ried to post the story here but ep did not let me.
    Sifnos1 Sifnos1 22-25, M 4 Responses Jan 15

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    Step Siblings

    This is my first story and im only a 17 year old boy, but i wanted to see how much attention i can get on this :)My mum and dad had split up when i was about 3 and i think it had a preety massive efffect on my sexuality since i have come to terms that i am a bi sexual. Anyway...
    Hornyboy2k12 Hornyboy2k12 18-21, M 37 Responses Apr 13, 2012

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    Arse Pounded

    got my arse ****** good and proper by another man for the first time tonight.it was amazing.that is all I am going to say.
    deleted deleted 26-30 1 Response Nov 18, 2013

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    Gay Sex With Cousin

    Now this is a secret ive been hiding for years and im going to write it here so i can get the first expierience out. When i was ONLY 6 years old i had never heard near knew about sex. Until my 10 year old cousin came along. I had never met my cousin before and wanted to meet...
    IceBeer IceBeer 26-30, M 16 Responses Aug 14, 2010

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    I Really Did Ask Him To Stop

    I was 15 and my friend was 13 we had been play fighting in his bedroom for about a half hour when i picked him up to slam him down he pushed back on me and we fell on the bed. he was on top of me, his *** was right on my **** and he started to slide down and was trying to turn...
    greenmonkey17 greenmonkey17 46-50, M 9 Responses Apr 27, 2012

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    Dad-son

    My parents divorced when I was 17 and dad got his own apartment. He was a construction worker - owned his own company with his twin brother - uncle Tim. Both were in incredible shape - mid 30s - and handsome and hot. I particularly had the hots for uncle Tim. Mom started dating...
    28 Responses Jan 12, 2013

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    First Time In The Desert

    100% true so one time me and my friends mike and Tyler where exploring the dessert around las Vegas(where i live)when we found these large cement pipes that where just siting above ground so we decided to clime in them.once we where all in mike said he had to pee...
    deleted deleted 26-30 8 Responses Nov 12, 2011

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    The First Time I Ever Had Gay Sex

    I just want to say first of all that I consider myself straight. I have never really been attracted to men or had strong feelings for a man. But I've always been interested in my ******* and I remember touching myself down there from as long as I can remember. Sometimes I...
    JamesPBrown JamesPBrown 26-30, M Nov 17, 2013

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    My First Time With Step Brother

    1000% true One time when I was 13 I was playing Xbox in the living room when my stepbrother had can in and sat next to me. No one was home,it was just me and him I had just died and asked him if he wanted to play he said yes and took over the control. While he was playing I went...
    Life8best Life8best 16-17 14 Responses Mar 27, 2012

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    My First Time

    I was a teenager had a girlfriend and hadn't really thought I was bi yet. I went down to our local **** store to see if I could get in,I wasn't old enough but had always looked older than I am. So I got in and started checking out the toys and magazines it was a whole new world...
    Ninawetspot Ninawetspot 36-40, T 5 Responses Sep 22, 2010

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    Hello to all of you that will stumble upon my

    story. Today when I think about my life since now, I can see that it all had to happen like it did. Now I am 26 and fully experienced guy in sex department. All began when I was really young. I was I think 10 at that time. My school was near my house and I had two different...
    sekkek sekkek 26-30, M Dec 10, 2013

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    I have only recently joined this site

    and have enoyed reading peoples stories of their first gay experience, as they reminded me of mine! I was many years ago, when I was 13 and had just started at my senior school; I went to an English private boarding school. I had been interested in the odd boy at my junior...
    voord voord 46-50, M 2 Responses Mar 27

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    The School Bully

    It was Summer, I was 12 and I knew I was not quite right. It had been about year when I began obsessing about older boys. I would look at older teen boys and admire them. I didn't want to be like them, I wanted to be with them. I didn't know what I wanted I just knew I wanted...
    HungThroat HungThroat 26-30, M 10 Responses Jan 17, 2013

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    The first time with a guy i was 16

    and he was older. Maybe 45 or so. I knew he was kind of different but didnt really know about gays or sex with a guy. He would buy us beer and try to hang out with us. I saw he had a magazine in his apartment and it was pictures of nude guys. I looked at it and didnt think too...
    redskin52 redskin52 61-65, M 2 Responses May 12

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    My First Time...

    My first experience of gay sex was about 2 years ago. I frequently model underwear for a small fashion company in the UK, and I received an offer for some work in gay ****. I was a straight guy (I guess i consider myself more of a bisexual straight guy now), and I had never...
    tomphillips2010 tomphillips2010 22-25, M Nov 3, 2013

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    Our First Time

    When I was in Middle School. I meet new friends and the fun begins. All of my new friends were jocks and they would always brag and comment on how they would like to do disgusting hetero stuff (sex) with their girlfriends. I went along with the crowd and said the same thing...
    Lamante Lamante 41-45 13 Responses Nov 23, 2009

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    My girlfriend knows I am a little bit partial

    to ****.so we arranged for a bi guy to come around ours..we started off the small talk as you do.she then started to rub my ****..she pulled it out and asked if he wanted to touch it.so he started rubbing me off while my girlfriend was sucking his ****.i could not believe she...
    deleted deleted 26-30 2 Responses Dec 7, 2013

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    Curious Friends Have First Gay Experience

    We were both 14 and had been friends since we were 9 years old. Kodie slept over at my house most weekends. You could say we were into girls, in fact we both had a girlfriend.Being an incredibly horny 14 year old with a permanent hard-on I would lay on my bed almost every...
    nofriendo nofriendo 22-25, M 10 Responses Jan 31, 2010

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    First Time With My Best Friend

    We were 16 at the time and I was staying over his house like we always did.We were bored and he got the idea to sneak some of his dad's **** mags and videos. We were looking at them and noticing all the guys in the mags with hard ons. Somehow it got to a match of which one of...
    AlexGuy AlexGuy 26-30, M 20 Responses Jul 27, 2011

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    My First Time

    I got a text from my friend asking me to come over and hang out, so I went over there. When I got there we just hung out and watched a movie, but then his parents left and few minutes later he made a move on me. I was a little shocked at first, then I just went with it. We made...
    NathanRedd NathanRedd 22-25, M 3 Responses Aug 25, 2013

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    My Bestfriends Litte Brother

    the day was just like any ordinary days in the weekends so i got up in 10 am in the morning. I went down stairs to eat but i saw a note in the table that they went to visit my grandparents so i was all alone in the house. i was getting lonely and bored so i txted my best if i...
    marigomen5 marigomen5 18-21, M 14 Responses Aug 28, 2013

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    qwerthjyf qwerthjyf 22-25, M 10 Responses Jun 4

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    First Time With Jeff

    My first time was with my best friend Jeff at 15 yrs old. We had known each other since 9 or 10 yrs old. We were both built the same, Jeff was about 5'8" 95 pounds the norm for kids in the mid 1980s. We had been at my house playing mario brothers in my room smoking a joint. I...
    bimaleforuboth bimaleforuboth 36-40, M 18 Responses Dec 2, 2011

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    How I Started Loving ****

    When I was 17, I started socially drinking with my older sister Chelsea, and some of her guy friends on the weekends in her room. it was a fun & social thing to do, and I was never much of a drinker, or very social. one night, my sis and her friends decided to go out for food or...
    deleted deleted 26-30 21 Responses Jan 22, 2013

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    I was 13 and there was an old man

    who lived at the bottom of the street and I remember me and my mates threw eggs at his house and he caught me and rang my parents they said I will have to do chores for him for a month he then told me to cut his grass and it was hot so he told me to come in and he gave me a coke...
    Archienator369 Archienator369 31-35, M 3 Responses May 29

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    Looking for my first time in Connecticut.

    I'm 17 and like young looking boys. Anyone available pm me ;)
    Iheartpoopants Iheartpoopants 18-21, M Jul 6

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    My First Gay Experience

    i was in my might be around 7th or 8th standard,around 11-12 years when i can say so called gay experience started.it was with my closest friend whom we used to play as lovers/partners.at that time it was simply hugging ,kissing one other with clothes and holding together in...
    easwar1976 easwar1976 36-40, M Nov 15, 2013

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    I have to admit it seems like ages

    since I had another mans **** in my hand.and to be honest I am gagging for it.i did not know you could enjoy **** so much.
    deleted deleted 26-30 Dec 20, 2013

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    Anybody around 13 in south florida,

    gotta be able to get to me
    djdicirnndksoxjfdjejx djdicirnndksoxjfdjejx 13-15, M 1 Response Aug 8

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    scottydambrosio scottydambrosio 61-65, M 1 Response Oct 15

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    Married Longshoreman's First Time

      So here is a story for you guys...it's a first time, just not MY first time, even though I was there. I hope you enjoy. This was about three years ago or so. At the time, I was using a local telephone hook up line fairly extensively...it was free, so why not? One...
    joesdog joesdog 41-45, M 15 Responses Mar 8, 2010

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    I'll never forget my first sexual experience

    with another man. I had just gotten my divorce finalized, in my late 20s in a part of the state that was somewhat known for a large gay male population. I'd thought about trying gay sex for a few years, and had recently experimented with a guy in my apartment, although that...
    WillingStudent WillingStudent 36-40, M 2 Responses May 1

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