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I Gay Sex First Time

Personal Stories, Advice, and Support 2,192 People

    scottydambrosio scottydambrosio 61-65, M 3 Responses Oct 15, 2014

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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 11 Responses Jun 25, 2012

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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, 2014

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    Still looking for it.

    16 in Knoxville TN if anyone is interested, please be around my age
    deleted deleted 26-30 3 Responses Feb 25

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    First Time

    I went to a boarding school - all boys. Started when I was 12 and was so naive I didn't know wHat an ****** was. In my second year when I was 13, one of the older guys maybe16 years old was explaining it to me and suggested he show ms. We went in the shower and he showed me how...
    WidgetGreg WidgetGreg 18-21 3 Responses May 17, 2012

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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 May 12, 2014

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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 36-40, M 2 Responses May 29, 2014

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    I Was Drunk!! But I Liked It!

    Two days ago there was a party at my friends house who I recently found out Was a lesbian and was attracted to me. I wasn't to upset I am bi so I kinda think shes hot she has brown hair 36DD boobs and a killer *** so I went she got me drunk. But I wanted to **** her any way so...
    Cutoffmyclit101 Cutoffmyclit101 22-25, F 2 Responses Apr 28, 2013

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    hmmm.... remembering how it all began.

    .. I guess it all started when I was still 7 years old, was in 2nd grade... Back then I had a friend Orb, he was in the 4th grade at that time. I was still innocent about sexual stuff, but he was just beginning to explore it. i used to hang out with him. He would let me play in...
    generalhunter generalhunter 31-35 1 Response Feb 15

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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 20 Responses Sep 17, 2012

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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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    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 13 Responses Jan 17, 2013

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    Oh Uncle!!

    i was 18 when i had my first huge didck. i was a jock boy all of my life, the youngest of four my parents worked all of the time. so i was really home alone. i had a hot uncle named bruce. he was early 30's black as coal. stood 6ft 4 inches rock solid muscle. huge everywhere...
    wrice1 wrice1 41-45 4 Responses Nov 29, 2010

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    mj5179 mj5179 18-21, M 1 Response Apr 9

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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 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 19 Responses Jul 27, 2011

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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 14 Responses Nov 23, 2009

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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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    I can't remember how I

    even started telling my classmate, Thomas, in the 7th grade about me and my male cousin having oral and anal sex but he ended up spending the night at my house that following Friday night. That night we didn't get any sleep and we were naked the whole time. He told me about...
    Michelle1976 Michelle1976 36-40, T 2 Responses 2 days ago

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    My dad caught me in pañties

    and nylons. He watched then lef t the room
    Cddawg Cddawg 41-45 Apr 8

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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 4 Responses Sep 22, 2010

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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 15 Responses Jun 6, 2012

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    I was at school I had a big crush on Brandon

    and **** I would play with him and say I wanna give u head and **** he played football so one day he had his cup on and we where in class in drama we had big *** table u could see under he write me a note asking if I believe he had his cup on I said no he say touch it I did but...
    miggyblanc miggyblanc 26-30, M 1 Response Apr 16

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    qwerthjyf qwerthjyf 22-25, M 12 Responses Jun 4, 2014

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    Couldnt Get Enough

    5 men in my first week awesome and they were s gentle and treated me like a lady and the sex was great to love sucking **** and then taking it slowly in me and feel his filling me with ***
    christinemelody christinemelody 56-60, T 10 Responses Mar 17, 2013

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    unknowhost unknowhost 31-35, M 1 Response Jan 28

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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 19 Responses Feb 28, 2010

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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 22-25, M 10 Responses Mar 2, 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 1 Response Jul 11, 2014

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    My dad showed me how to "loving" a mans body by

    having me love his. I was about 12. I was a complete virgin. When I started to spasm I didn't' know what was happening. Then I came, it felt wonderful but dad had to tell me what happened.
    zeppodude zeppodude 51-55 1 Response Jan 13

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    Looking to have my first time with someone

    around illionis?? Any takers!
    bigstupidguy bigstupidguy 18-21, M 6 Responses Mar 8

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    camdeahl camdeahl 18-21, M 2 Responses Jan 5

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    My dad caught me in pañties

    and nylons. He watched then lef t the room
    Cddawg Cddawg 41-45 Apr 8

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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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    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, 2014

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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, 2014

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    I'm still looking for it,

    15 m northern va
    bemeral bemeral 22-25, M 4 Responses Dec 25, 2014

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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 9 Responses Oct 11, 2012

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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 remember and will never forget my first gay

    sex. Remembering is not to difficult as it was not much more than 6 months ago. I had been getting closer and closer to it for a while: exchanged knowing stares with other guys at the public swimming baths, brushes with free-balling chavs in the local park. Eventually I hooked...
    LowRise LowRise 41-45, M 3 Responses Feb 2

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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 6 Responses Nov 12, 2011

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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 4 Responses Feb 18, 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 9 Responses Sep 9, 2013

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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 2 Responses Aug 6, 2014

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    When I was 13 I caught my sister

    and her boyfriend having sex. I didn't realize it but both of them saw me watching them. Later that night my sister's boyfriend came in my room while I was in bed. He asked me if I liked what I saw today. At first I thought he was mad but then he smiled. He asked me if I...
    aj47374 aj47374 41-45, M 4 Responses Mar 14

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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...
    39 Responses Jan 12, 2013

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