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I Am a Male And I Had Anal Sex With a Man

Personal Stories, Advice, and Support 2,080 People

    Busted Cherry, Dripping ***

    On a trip with an aquaintance. One night all that was available was motel room with single bed.  Sounded ok to me, didn't think much about it.  At bed time we awkwardly discovered we both slept nude.  Actually I usually didn't but had ******** all the way as a joke...
    zorch2kx zorch2kx 56-60, M 17 Responses Jun 6, 2010

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    I absolutely love it,

    being bent over by a hot guy is an amazing feeling. I love the feeling when he slips my panties down and pounds me hard. Oh what a feeling :)
    GirlyLisaTG GirlyLisaTG 26-30, T 10 Responses Jan 7

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    Gang Bang

    I once went camping with close friend of mine. When I say close I mean have had lots of gay anal sex. I'm usually in the bottom taking his big **** in my butt. If you've read my previous stories you'll know I'm a big butt ****. I'm a *** bucket. But I was going camping with him...
    Thecumbucket Thecumbucket 22-25, M 8 Responses Nov 11, 2013

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    He Touches My **** In The Gym Sauna !

    I went to the sauna after work out last two months. It was a bit late and not many people at the sauna, that's good to use the sauna at the time because normally the tiny male sauna is full. So I was totally relaxing and nude at the sauna alone. Few minutes later, one young...
    jacky121 jacky121 22-25, M 9 Responses Jun 30, 2013

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    lovelysasha lovelysasha 22-25 5 Responses Nov 24, 2014

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    Is there any other way?

    Im gay so sex with a man is part of my d.n.a. Its not only the physical gratification but the joining of two bodies and minds lost in spiritual sxertisy
    thegaychef thegaychef 56-60, M 2 Responses Jan 28, 2014

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    First Time

    I'm bisexual - which I only recently figured out - and I had my first guy on guy anal sex experience (actually it was my first guy/guy experience ever) just about three weeks ago. After I had told a couple of friends (straight women) about thinking that I might be bi...
    Scott88 Scott88 22-25, M 39 Responses Jul 22, 2010

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    My First Time With A Man

    I want to start this story by saying that i am a happily married guy. I love my wife very much and have been married now for 32 years. The problem is that my wife has no real interest in sex. Now don't get me wrong, its not completely sexless, we have sex around once every two to...
    Sportjeff Sportjeff 51-55, M 6 Responses Oct 27, 2013

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    In college my first male lover let other guys

    know I allowed him entry. Another male student stood behind me in a line, pulled my hips rearward while pushing his forward. We left the line and went to his room so he could have me also.
    donn2 donn2 61-65, M 5 Responses Apr 3

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    Bareback Sex With A Man In The Shower

    I have an intimate friend and we meet up for fun from time to time. He is a very cute and handsome young closet gay man. He doesn't come out to his family or his friends. He loves having bareback flip flop fun with me, which is fine because we both are healthy and never playing...
    jacky121 jacky121 22-25, M 4 Responses Aug 13, 2013

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    I can't believe that I waited

    so long. But I'd never even really looked closely at another man's c*** let alone touched one or fondled one or licked or sucked one until I was in my mid 50's. But after I tried that a couple of times and realized that I liked giving blow jobs more than I had ever enjoyed...
    RayanneA RayanneA 56-60, M 5 Responses Nov 14, 2014

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    Unexpected Sex

    i was out with my boyfriend one night and he was driving. we were headed back to my place when he turns into a developing subdivision. i asked him what are we doing here? he said he wanted to look at some of the houses. little did i know what he really wanted. my ***!! he pulls...
    1nakedninja4u 1nakedninja4u 36-40, M 8 Responses Oct 1, 2012

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    Bathroom Rape

    I was in a public restroom and I had just finished ******** and someone stuck their **** through a glory hole and being the ***** I am, I started sucking it. I heard him moaning from the other side. I was feeling *** horny so I crawled under the stall and he looked at me then...
    Thecumbucket Thecumbucket 22-25, M 2 Responses Nov 23, 2013

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    It Happened So Naturally And It Was So Intimate!

    It happened so naturally and it was so intimate! I'm a bi-male married and came into my bisexuality awareness only 6 years ago. I'm a bottom by nature and had, at the time, just started to get interest in anal sex. On prior anal adventures I most always had a hard time getting a...
    bottomspace bottomspace 56-60, M 44 Responses Apr 23, 2012

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    bd693 bd693 22-25, M 2 Responses Aug 8, 2014

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    First Time

    I was in bed with a nitie and panties on, and I heard a knock at the door and mom answered and a classmate was there. We spent alot of time together. He ask mom if he could stay the night. Mom brought him into my room and he started to undress. Mom lifted the covers back and...
    vfpantylover vfpantylover 56-60, M 10 Responses Dec 31, 2011

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    Wow, Now I'm Sore!

    Following my story yesterday, Frank arrived this morning at the time he said he would (that's the good thing about older people, they are punctual!) and i was naked as I opened the door to him. He immediately grabbed me in a hug and his mouth roughly found mine in a passionate...
    artman2 artman2 51-55, M 31 Responses Jan 27, 2012

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    I wanted to try receiving

    for such a long time. I was at an ABS I go to sometimes they have gloryholes there and I was sucking dicks. I was sucking my fifth c*ck that night when he pulled it back & put on a condom, I decided to go for it I jumped up and bent over with my *** to the hole he was trying to...
    suxintx suxintx 51-55, M 8 Responses May 19, 2014

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    Anal Sex With Other Men

    When I first realized I had a sexual attraction to other men it was strictly making out and sucking ****!  The first guy I was with did **** me twice and at first it hurt like hell until I relaxed and then it was wonderful!  I stopped having anal sex because of the...
    bimountainman bimountainman 56-60, M 9 Responses Mar 5, 2010

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    Turned On By ****... More Than The Man

    When with a man i am not 100% into kissing and cuddling.. hell I just want to suck his **** make him squirm and get super turned on that he NEEDS to ***** me.  Something so taboo and nasty about spreading my legs for a man and letting him **** me like a woman...
    russeluk russeluk 51-55, M 16 Responses Mar 6, 2010

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    My first time was at a very young age.

    Seems like every boyfriend I ever had wanted to do me and because I have a submissive personality I always let them. I liked it from the first time and grew to really love it to where today I rarely have sex without ether the real thing in me or a *****.
    bornfem bornfem 56-60 4 Responses Feb 7

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    I have and found it very enjoyable

    and something I was missing in my sexual life now will have it whenever possible
    alexiswcd alexiswcd 56-60, T 5 Responses Nov 1, 2014

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    Me And My Step-dad

    When i was around sixteen i started to question if I was straight. so like any 16 year old boy i started looking at **** but the naked females didn't turn me on so i looked at gay men ****** and i busted a nut. i was doing this for about a month when Frank, my step dad, walked in...
    Tom8ombadi1 Tom8ombadi1 22-25, M 24 Responses Feb 23, 2011

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    Where It All Started (1)

    I was introduced to male to male sex and being a bottom in my late teens. He was a very nice older guy who never did anything without first telling me what he had in mind and asking if I wanted to try it. It started out in his photo darkroom. As he was instructing me how to...
    NotRich NotRich 66-70, M 7 Responses Jul 3, 2013

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    I've only had sex with a guy once

    but I loved it. I've been craving it ever since, but this time i want to try 8 inches or bigger. I love the feel of another man's hard tool pushing deep inside me, its just incredible
    Victoriacrossdresser Victoriacrossdresser 26-30, M 6 Responses Apr 27, 2014

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    I am almost 45 years old.

    I've dressed like a woman since I was quite young. I've loved being on the receiving end since my first time. I was broken in well as my first was with several guys at once. One of them became my bf and a couole others were regulars. It began a lifetime of near daily...
    Simone1969 Simone1969 41-45, T 5 Responses Mar 16, 2014

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    Doctors Appointment

    I went to the proctologist and he told me I had a really loose anus and that there were traces of ***** in it. He asked me what I've been doing. I told him I've been have a lot of butt sex. The situation seemed awkward after that. I was his last patient for the day and he asked...
    Thecumbucket Thecumbucket 22-25, M 1 Response Nov 24, 2013

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    They always identified me

    as the man who would go to bed with another man. I am not limp wristed, and do not speak with a lisp. My *** does not wiggle or twitch when I walk. But some men knew that I would allow them access to my rear. The first time was in college and I spent the night with another...
    donn2 donn2 61-65, M 3 Responses Apr 23, 2014

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    First Bi Experience

    When I was younger 13 to 14, I discovered my dad’s **** collection. I loved to read the stories especially about anal sex. They absolutely fascinated me. As I was always supper horny, I would often beat off thinking about being on the receiving end of all the hard dicks I read...
    deleted deleted 26-30 6 Responses May 1, 2012

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    Fist

    I love getting fisted in the ***. I love it. But I tried something new. It felt amazing. I got *** ****** as usual, then fisted, and double fisted. But what happened after that was the best. He stuck his foot, his whole foot up my butt. I have really lose butthole by the way.
    Thecumbucket Thecumbucket 22-25, M Nov 22, 2013

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    elchefe72 elchefe72 41-45 Jan 20, 2014

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    Stranger Sex

    I really love getting brutally ****** by strangers. I was out in a bad neighborhood known for rape and I was cross dressing. I was barely out for 5 minutes before a large, black man grabbed me from behind and drug me into an alleyway. He started tearing my clothes off and I didn...
    Thecumbucket Thecumbucket 22-25, M Nov 23, 2013

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    More Of Him........

    I have been having anal sex for several years now. My most recent experience was with one of my boyfriends. I am 63 and bisexual; he is 65 and gay. We are both slim men. He has a thick, 7" ****. He is such a great lover. He cuddles, kisses and likes...
    rb71246 rb71246 66-70, M 12 Responses Feb 18, 2010

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    cdbttm4top cdbttm4top 41-45, T 5 Responses Feb 2, 2014

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    I love butt sex. I love the feel

    and passion as I go deep. Now I am a Male who loves to be in control and be on top. I first was introduced to a willing butt at the age of 13 in a barn in Il. There were 3 of us guys who did everything together all summer. Girls were always the topic and trying to hide my...
    BonerPS BonerPS 56-60, M 9 Responses Jul 8, 2014

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    Just For The Hell Of It

    I read a lot of stories on here and wish my first time had been like those, but it wasn't really. It happened about a week after I turned 16 at a lake near the town I grew up in. My mom had a friend that was openly gay, which then in a town like that was something different that...
    deleted deleted 26-30 2 Responses Dec 3, 2013

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    I was in the hospital

    and sharing a room with an older black gentleman. We also shared the very small bathroom.
    hexoffender hexoffender 36-40, M 1 Response Jan 21

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    Im Gay Of Course I Do Anal ...

    like i said of course i like anal sex , but im strictly bottom i want my man to take me and please me xx
    ANDREAJONESX ANDREAJONESX 31-35, T 11 Responses Feb 6, 2012

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    No Longer A Backside Virgin

    I finally decided I wanted to go all the way with a man, so I talked to one of my gay friends and told him I'd like to test my skills. He said he had no interest in intercourse since he is a bottom himself, but said he'd be more than happy to let me give him a ******* to see...
    Polyguy68 Polyguy68 41-45, M 18 Responses Oct 31, 2011

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    Train Station Toilet

    When I was a student in the 1970s I took the train to university each day.  I liked it not just because it gave me lots of time to prepare for lectures and do the readings, but also because the toilet block at the far end of the station carpark was (and still is!) a great...
    i8mym8 i8mym8 51-55, M 4 Responses Oct 18, 2010

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    I knew during my marriage

    that I prefered being with and satisfying other men. My wife was not impressed with my inclinations and she had her lovers and boyfriends to meet her sexual desires as she gradually cut me off. She invited her boyfriends and lovers to spend the night in our bed, and I usually...
    donn2 donn2 61-65, M 2 Responses May 1, 2014

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    The first time I bottomed

    for another man was when I was 14. He was older and we had been playing around for a few weeks. We mostly sucked each other or jacked each other off. I would go to his apartment and he would set out a futon mattress on the living room floor since his bed was a single. We would...
    bottom63 bottom63 51-55, M Dec 12, 2013

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    Well I am still waiting.

    I have had 8"X6" cucumbers up there. All the way up there, nothing out side. It felt best when it was half in half out I got a good stretch. Waiting to try it with a rel guy.
    Scott1954 Scott1954 56-60, M 3 Responses Jan 12

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    I love it when a guy grabs my hips

    or my hair and starts getting really fast and aggressive!
    bd693 bd693 22-25, M 3 Responses Feb 8

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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 14 Responses May 1, 2014

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    First Time

    I think the photo says it all! Had my first all male experience and was soooo turned on! I prefer to receive but current hookup is bi too. We were watching basketball and when i went to pee he had a hard on. When i came out he had his pants so sat next him. He had a little thong...
    Thongs4All Thongs4All 41-45 4 Responses May 12, 2013

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