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

Personal Stories, Advice, and Support 1,943 People

    bd693 bd693 18-21, M 1 Response Aug 8

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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 thought I would just write this to share my

    experience and to help anyone out there who is wondering about whether to have anal sex or not. For many years, whereas I had occasional sex with men, this was confined to oral and mutual ************, which I thoroughly enjoyed. I always refused anal sex saying I was not into...
    spangle47uk spangle47uk 56-60, M 10 Responses Feb 22

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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 guess by now if you have read my stories,

    that gary has become the dominant male in our relationship. I love the way he commands my attention and submission to him. I also love the way he makes love to me. He will humiliate me or share me then take me to his bed and make everything again. The fourth day of our trip...
    cindisecrits cindisecrits 56-60, M 4 Responses Aug 19

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    teachme383 teachme383 41-45, T 5 Responses Feb 2

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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 26 Responses Feb 23, 2011

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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 8 Responses May 1, 2012

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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 51-55, M 2 Responses Jan 28

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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 6 Responses Mar 16

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    Came In 60seconds

    I was 13 and had a sleep over with my best Patrick he had Ginger hair I slept in his bed with him as I was trying to sleep his arm came over me I did not mind I got turn on my **** got hard his hand slowly touch my **** he then pressed his body to me i felt his hard **** on my...
    nicholasduffy nicholasduffy 51-55, M 48 Responses Aug 20, 2011

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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 17 Responses Mar 6, 2010

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    It Started As A Joke And Became A ********

    Few years ago I was chatting with a female friend of me over skype. She is a lady I used to **** 2-3 times a year sometimes in ********** with my wife. That time she was just asking me to go over her place and **** her. I was joking to her back to use her male roommates for sex...
    eurocuck eurocuck 36-40, M 5 Responses Mar 28, 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 46-50, M 7 Responses May 19

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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 70+, M 9 Responses Jul 3, 2013

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    The first time was a very wild experience.

    I have done it a lot since then, I love having a nice older bear dominate my anus.
    Andrewwo Andrewwo 18-21, M Aug 17

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    I have not done it yet

    but I would love to be having sex with a girl as her bf or husband comes up behind me and grabs my hips as he rubs his **** on my *** until he gets hard and shoves it inside me. Or just have someone tie me up and leave as a bunch of guys come in and have their way with me
    Bradhowd Bradhowd 22-25, M 4 Responses Aug 8

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    I don't know what I did,

    but was having internet problems and somehow erased the whole set of stories I had been writing about Christopher and me last weekend. See the response section for another story of us together.
    charleybi2 charleybi2 61-65, M 1 Response May 6

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    My First Time. If you've read my other stories,

    you know I like to suck a guy's **** and swallow his ***. It took me a lot longer to learn the pleasures of anal sex with a guy. So let me tell you how that first happened. About ten years ago, I went to my first sex club (what they used to call bathhouses). I was really nervous...
    kryvj kryvj 51-55, M 9 Responses Dec 18, 2013

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    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 18 Responses Jun 6, 2010

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    Starbucks Delight It has been a while

    since I shared any new stories. Partly because it has been a while since I have had anything to share! But, the dry spell is over. I have been kind of tied up and busy at home and work. My spouse changed jobs, so she doesn't get to go out of town as much or for as long. But...
    charleybi2 charleybi2 61-65, M 3 Responses Dec 19, 2013

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    Starbucks Delight 2 Michael had done a number

    on my heard, for sure. He was such a hot and exciting lover. I found myself thinking about him a lot- all the time, actually. But, we are both married and have not been able to see each other a lot since our first weekend together. He called me and said he had a plan. I was...
    charleybi2 charleybi2 61-65, M 1 Response Dec 26, 2013

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    I can't believe it! What this man has done to

    me. Read response below for the rest.
    charleybi2 charleybi2 61-65, M 1 Response May 1

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    Losing My Gay Virginity - After 20 years of

    fantasizing about it, more and more ravenously as the years went on, I have just lost my gay virginity, just a few days ago on Dec 4, 2013. And it was awesome! I can't believe this has finally, finally happened. ...Oh...My...God...! My progress in exploring by bi-curiosity...
    theslayer3762 theslayer3762 46-50, M 10 Responses Dec 8, 2013

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    It's been a fun day!- You know the drill by nox.

    Go to the responses for the story
    charleybi2 charleybi2 61-65, M 2 Responses Jul 12

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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 10 Responses Oct 27, 2013

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    Read my response below,

    as I can't get stories posted normally.
    charleybi2 charleybi2 61-65, M 1 Response Apr 28

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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 20 Responses Oct 31, 2011

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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

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    In The Woods

    at the time I was 13 I went with my uncle to the woods were I lived we went to this hut were he took out his **** I look on as he rub him self I just pull down my shorts and pants were he suck my rock hard **** I suck his till he came he suck me till I came
    nicholasduffy nicholasduffy 51-55, M 10 Responses Jul 9, 2011

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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 60, M 9 Responses Mar 5, 2010

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    First Time Was With My Friend

    My friend and I were in our early 20's drinking at his house one night and playing darts in the basement. We were trying to distract the other while playing cricket. It started innocent enough with talking to the other while they were throwing and such. It quickly evolved into...
    martinsharp martinsharp 31-35, M 7 Responses Feb 7, 2011

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    I am now 63 and yet have the craze

    for my bi love. So read my new story in my response .
    oldmushroom oldmushroom 61-65, M 3 Responses Apr 30

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    Bottom First Timer.

    I was wrestling a guy from my high school wrestling team at practice. My teammates name was Carl. It was a sweaty and rough practice. We recently lost to another school so the couch was pushing us hard during the practice. Halfway through practice I started to get really...
    ballparkdogg ballparkdogg 41-45, M 11 Responses Nov 28, 2012

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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

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    More Starbucks Delight Michael

    and I spent most of the day in our cabin. Michael ****** me again, well a couple of times. He decided we should eat some fruit to get our energy level back up for when Ben and Roger came calling. Also, he said it helps to keep our *** tasting good. At about dusk, we heard the...
    charleybi2 charleybi2 61-65, M 2 Responses Dec 27, 2013

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    Christopher and Me at the cabin- You know the

    drill. The story is posted in the first response section.
    charleybi2 charleybi2 61-65, M 2 Responses Jul 10

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    Christopher and me at the cabin- conclusion.

    You know the drill- read the story in the response
    charleybi2 charleybi2 61-65, M 1 Response Jul 10

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    Technically The Boy At My School Raped Me ...

    While in hs there were guys i'd mess with , boys who of course insisted that they were straight but wanted to know what it was like to suck a gay boys **** stuff like that , of course still swearing that they were straight and that did not make them gay or bi. So this one boy...
    clay749 clay749 18-21, M 23 Responses Aug 9, 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 7 Responses Apr 27

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    Only twice. Once as a Chat hookup; it was a

    first time for both of us. The second was through a gloryhole--both times were with protection.
    writer732003 writer732003 41-45, M 1 Response Mar 16

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    First Time For Everything

    So my first post was about the two oral experiences I had. I guess this one is going to be more in tune with the subject title. The first time I had anal sex with another man, I was 26 years old. We'd been best friends in junior high and though we went to different high...
    JLBetts JLBetts 46-50, M 5 Responses Feb 9, 2013

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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 3 Responses Aug 13, 2013

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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 8 Responses Dec 31, 2011

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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

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    More about Christopher

    and me. -This story will follow below in the response section. I hope you enjoy it as much as I did the experience!
    charleybi2 charleybi2 61-65, M 1 Response Feb 6

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    elchefe72 elchefe72 41-45 Jan 20

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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 44 Responses Jul 22, 2010

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    He Coached Me

    Freshman year in high school, I was 14. Worst athlete on the swim team and the coach made me stay after practice to clean up the pool deck area. One day he put his hand down the back of my suit and fingered me, which produced an instant erection. He pulled me into his office...
    forestscout forestscout 46-50, M 15 Responses May 10, 2012

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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 40 Responses Apr 23, 2012

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    Nothing more exciting!

    Read the story in the response section.
    charleybi2 charleybi2 61-65, M 1 Response Aug 9

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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 9 Responses Oct 1, 2012

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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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