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I Gay Sex First Time

Personal Stories, Advice, and Support 1,676 People

    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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    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 1 Response Nov 1, 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 5 Responses Sep 9, 2013

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    Get Your Coat . . .

    my best friend in college had 2 room mates, both of whom were really nice, cool guys. One was a taller, more athletic type guy that like to get out and play sports. The other was a smaller guy, kinda quiet, but funny and really smart. I hit it off with both of them and knew them...
    uncledutchman uncledutchman 22-25, M 5 Responses May 6, 2013

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    It Was Fun, But Not What I Expected

    So, my first time at all happened when I was 13. I was hanging out with some friends when sex came up as a topic, and then ******* off. At the time I kind of knew I was a "late bloomer" since I barely had any hair on my ****, let alone my arm pits or stomach. Most of my...
    Someportlandguy Someportlandguy 22-25, M Oct 15, 2013

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    Ok so you guys like 2.

    5k Read my stories below .. anyways .. you know the starring of the story are : me my cousin Hush so me and hush were gays and touching each others penesis since a really long time .. like maybe 8 years ago .. we were so kids like 4 or even 3 .. i have a good size for a 13 year...
    josef1116 josef1116 18-21, M Dec 13, 2013

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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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    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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    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 19 Responses Dec 2, 2011

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    My Gay Experience

    When I was in 2nd grade I had just found out of sex, and I told my best friend. He was amazed, and right away he wanted to try it. We didn't have a girl and I was kinda attracted to guys so I dropped my pants in front of him and made him suck my ****. He loved it. He then pulled...
    Dce15 Dce15 31-35, M 1 Response Oct 22, 2013

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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 12 Responses Oct 11, 2012

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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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    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 Second Time

    Well, I've already written about my first time, but it was my second time at 14 in boarding school that cemented my bi side. It was a summer term in the UK and I had always had the hots for my friend Chris. He was skinny, a late developer like me, with big brown eyes and brown...
    crisean crisean 46-50, M 15 Responses Jan 19, 2011

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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 8 Responses Apr 27, 2012

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    Anyone Up For It?

    Looking for my first time in Houston, Texas. Message me if you're interested
    godofgames godofgames 22-25, M 6 Responses Oct 2, 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 9 Responses Nov 12, 2011

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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...

    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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    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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    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 1 Response Oct 28, 2013

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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 2 Responses Nov 18, 2013

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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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    My First **** Inside Me

    I used to go to some toilets wher I started to feel **** and flash at the guys and suck their *****.One day a few weeks after I had started going to the toilets a guy came in and when he said do you want to come back to my place I said yes.I new he had a good size **** as I had...
    tvcindy tvcindy 46-50, T 21 Responses Feb 28, 2012

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    Boarding School Sex

    This is a true story. Not my first time...but probably third. Oh wow I will always remember Andy at my boarding school. We were both 15 and late developers, smooth skinny boys who were aware that we weren’t quite at the same stage as the other boys in our year. I think that is...
    crisean crisean 46-50, M 14 Responses Aug 22, 2011

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    First Taste

    I got my first taste of **** tonight..drove to a secluded spot were gay men hang out..I sat in my car for a while waiting patiently for someone.out of nowhere I could see someone at the window so I wound it down.he said am I looking for some fun.I said yes I want a **** in my...
    deleted deleted 26-30 Oct 4, 2013

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    He Took My Anal Virginity

    I have finally done it.I have finally had a **** rammed up my arse and been ****** by another man..I went on a gay dating site hoping to finally get the **** I have been craving for so long.I was contacted by one man.I said I did not want intimacy I just wanted to be ******.then...
    deleted deleted 26-30 3 Responses Oct 9, 2013

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    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 10 Responses Mar 2, 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 11 Responses Jan 31, 2010

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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...
    14 Responses Jan 12, 2013

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    Much Older

    My very first time was on my paper route. I delivered 7 days a week and collected the money every Monday night. My favorite stop was at this guys apartment because he tipped big. We were very friendly and he played games by hiding the tip money. Under the doormat, in the...
    canthaveenough canthaveenough 41-45, M 11 Responses Jun 6, 2012

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    Cigarette Anal

    I managed to get anal sex this morning for the second time in my life..it did not have the excitement of the first time.but it felt so much better..I met up with a man of a site.and we got talking and I ended up going to his house for some fun.as you know I like to smoke and it...
    deleted deleted 26-30 3 Responses Oct 15, 2013

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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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    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 9 Responses Aug 28, 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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    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...
    Alexbottom21 Alexbottom21 18-21, M 23 Responses Jan 22, 2013

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    When I First Gay Sex

    my first gay sex exprience was when i was 9 with my friend from school and his little brother we went his house and i got in to the shower aND THEN THEY both got with me in the shower we both was sucking eadch others **** and it was so nice i srtarted to finger him and then he...
    gaywill gaywill 22-25, M Oct 13, 2013

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    My First Gay Experience.

    I had known for a looong time that I was gay, I didn't have much fascination with the girls at my school but the boys all took my eye. Swimming was a particular favourite of mine, I liked examining all of the different male forms that you could get. Anyway so I had this friend at...
    slaveboy4all slaveboy4all 18-21 Oct 22, 2013

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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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    Friends...

    Ok I'm gonna call him Juan. It was me and Juan at his house because I got bored at home and he was home alone. We were bored and just watched a movie. I was sitting in the couch next to him, and I saw that he was getting an erection. I saw it and my eyes grew wide and I...
    LilSpooky LilSpooky 22-25, M Oct 4, 2013

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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 1 Response Nov 17, 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 15 Responses Mar 8, 2010

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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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    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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    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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    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 15 Responses Jun 30, 2013

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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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    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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    My First Time

    This story is 100% true. Forgive me if it isn't written the best, or skips around, as I'm no writer and this happened almost a year ago. This is also my first post on here, so bear with me as I figure out how to navigate the site. I know the story is long, but I can assure you...
    dieverloren dieverloren 22-25, M 7 Responses Feb 18, 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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    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 18 Responses Jan 17, 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 1 Response Mar 27

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    My first time was with a gay guy i had been

    friends with so one day i wanted to finally try it ive had thoughts b4 but never acted on them so i called him id say im starght i love girls i just wanted to have my *** ****ed so i started to text him saying i wanted that i wanted him to **** me no kiss cuddleing just me...
    adam383911 adam383911 22-25 1 Response Dec 9, 2013

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    One And Done( Would Like To Add To This Experience)

    After a night of drinking I found myself drawn to an adult bookstore. I had been there before as i am a visual person and enjoy and am aroused by ****. After looking at some magazines I headed for the movie booths with a pocket full of quarters ,a raging hardon expecting to enjoy...
    gomer99 gomer99 51-55, M 39 Responses Mar 19, 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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    First Hand Job..

    I am in a steady relationship.with a very sexy girl.we are very open about sex.but just recently I have been having fantasies about rubbing and sucking a ****..well one night when the girlfriend was out I nipped to a local dogging site known for gay men..there was one car parked...
    deleted deleted 26-30 2 Responses Oct 23, 2013

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    The Game.

    I was 13 years old my next door nibor was 14. He I denified as gay and so did I. So one day after school I was at his house beaus my mom dident like me home by my self. He told me he want to play a game. I was confused but I agreed to play. He told me the rules wear if you lose...
    Thecutestdeer Thecutestdeer 18-21, M Oct 2, 2013

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