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

Personal Stories, Advice, and Support 2,127 People

    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
    26-30, M
    Nov 23, 2013

    I have so many stories from growing up with the

    boys haha. I only wish it had continued longer. Now I just wonder how people go about it... Everyone seems so uptight and whatnot, how do people find straight guys to **** around with? Or even get their friends to? Back to the past, I miss the days of truth or dare or extreme...
    blahblahland44 blahblahland44
    18-21, M
    1 Response Dec 21, 2015

    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
    May 1, 2014

    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
    3 Responses May 12, 2013

    and I love it! Especially

    if I can have more than one man!
    Michi62 Michi62
    46-50, M
    5 Responses May 2, 2015

    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
    4 Responses Apr 27, 2014

    I woke up horny and looked online

    for someone to suck. I love giving head. A man who lives close to me said he had about 30 minutes before work. so I went to his house at 5 am.
    hexoffender hexoffender
    36-40, M
    3 Responses Feb 9

    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
    7 Responses Apr 3, 2015

    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

    Started very yng and love it.

    Have one friend and we try to get together at least once a week
    teenpantyguy teenpantyguy
    18-21, M
    Nov 10, 2014

    Me And My Neighbor

    It all started new years eve.i gave my neighbor a blow job. We talked and he wanted me to dress up for him.now just dressing ay home part time i thought wow do it.so I did.that night was so hot.i totallydressed up and had a special night.have done it 3 times since.I'm now his...
    bigreekguy bigreekguy
    46-50, M
    12 Responses Jan 15, 2011

    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
    15 Responses Jun 6, 2010

    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
    37 Responses Apr 23, 2012

    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
    51-55, M
    9 Responses Dec 8, 2013

    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
    26-30, M
    8 Responses Jun 30, 2013

    I love it when a guy grabs my hips

    or my hair and starts getting really fast and aggressive!
    bd693 bd693
    22-25, M
    2 Responses Feb 8, 2015

    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

    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
    26-30, M
    1 Response Nov 24, 2013

    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
    46-50, T
    2 Responses Mar 16, 2014

    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

    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
    6 Responses Feb 7, 2011

    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

    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
    12 Responses Oct 31, 2011

    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
    10 Responses Feb 6, 2012
    elchefe72 elchefe72
    41-45
    Jan 20, 2014

    Me and my friend used to do each other

    before I moved away. It happened almost every day.
    WanderingZK WanderingZK
    22-25, M
    4 Responses May 10, 2015

    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
    26-30, M
    3 Responses Aug 13, 2013

    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
    7 Responses Dec 31, 2011

    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, 2015
    femininityforme femininityforme
    46-50, T
    5 Responses Feb 2, 2014

    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
    22 Responses Feb 23, 2011

    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 :)
    deleted deleted
    26-30
    6 Responses Jan 7, 2015

    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
    6 Responses Nov 14, 2014

    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
    11 Responses May 1, 2014

    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
    43 Responses Jul 22, 2010
    deleted deleted
    26-30
    5 Responses Nov 24, 2014

    I remember the first times I had anal sex with

    another guy...OMG it was so hot! I came hands free that night like a girl, loved it! I'd recommend It in a heartbeat
    deleted deleted
    26-30
    4 Responses Aug 11, 2015

    Done this bottoming is something I like more

    wish I could get pegged right now feels like I really need it
    deleted deleted
    26-30
    Sep 17, 2015

    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

    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
    56-60, M
    5 Responses Oct 27, 2013

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

    I'm A Man Who Has Sex With Men

    I'm a man who has sex with men. I know a lot of people would say that I'm gay. I don't mind, except that it's not accurate. I love women and I'm very attracted to them. For years I considered myself bisexual. But that's not really accurate either. I'm not equally attracted to men...
    Delta9thc Delta9thc
    46-50, M
    10 Responses Mar 23, 2013

    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

    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
    3 Responses Feb 9, 2013

    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

    Once when a friend was spending the night we

    decided to "experiment." I stole my moms bottle of Jergens lotion and we got naked. We both enjoyed the experience, even being bottom. Never repeated but wanted too. I was afraid to be labeled if I kept proposing a repeat.
    deleted deleted
    26-30
    3 Responses Feb 6

    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
    61-65, M
    2 Responses Jan 12, 2015

    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
    24 Responses Jan 27, 2012

    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
    2 Responses May 1, 2012

    I had anal sex with a pilot from out of town.

    .MY FIRST GUY SEX!!,..I was hysterical, crazy horny and scared. The gu6 was into tantrum sex..so he was very experienced..He undressed me, laid me on my stomach and gave ,me a message from my neck down Then he messaged my anus and opened me up! Remember I had never fingeread...
    bgmn2004 bgmn2004
    70+, M
    2 Responses Aug 8, 2015
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