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I Had Sex With Another Man

Personal Stories, Advice, and Support 112 People

    I did since I have cross dressed from being a

    preteen I have been a hetrosexual but found myself attracted to men and others who dressed. I dated girls had sex married had kids but still wanted more in my sexual life. I finally made a friend and had sex finding out part of my sexual life that was missing. I now live...
    alexiswcd alexiswcd 56-60, T Jun 21

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    And I'll Do It Again.

    Even though most of my life I was totally heterosexual (at least I always thought so) I was also a cross dresser. And eventually I wondered what it would be like to have sex with me playing the part of the woman. So eventually I just had to try it (I was in my 50's by then). And...
    RayanneA RayanneA 56-60, M Nov 19, 2013

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    Just The Other Night.

    I had sex with another guy just the other night. He was just some random guy i met online. We sucked each other, we wanked each other and he ****** me. I'm going back this weekend for some more fun with him and his boyfreind.  
    weebos weebos 31-35, M 1 Response Nov 4, 2009

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    I Did

    I have had sex with another man. Well i say man it should actually be men. I reckon i have been with 14 single guys and 2 gay couples.  
    weebos weebos 31-35, M 1 Response Jan 9, 2009

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    First Real Man.

    I say first real man because i had been with trannys before, but this was the first time with a real "man".  I met him online and we agreed to meet, this was the second time we had set up a sex date.  The first time i got to his house but his boyfriend was out front, i got...
    Garterguy Garterguy 31-35, M Jun 7, 2010

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    My First Sexual Experience With Another Man In Absence Of My Husband By: Me

    I am a housewife and my husband had been always busy with his work and gave less time to me and spared maximum days out of home. I had never cheated but was getting very frustrated especially since my husband had become too ridiculous to even speak. It was my first time cheating...
    gruchikalove gruchikalove 31-35, F 1 Response May 17, 2013

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    I Had Sex With Another Man

    I had sex with another man, but I feel like women, because I was fully dressed with fully make-up, etc...
    CDIrene CDIrene 36-40, T 5 Responses Jun 26, 2008

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    Joe

    i couple of years ago we had a gay bloke called joe staying at the guest house. he was a couple of inches shorter than me slim and obviously gay. he had numerous peircings in his face, his tongue and nipples and as i found out a prince albert and peircings in his balls. he seemed...
    Cyclopes66 Cyclopes66 51-55, M 2 Responses Aug 8, 2012

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    More Than One

    I first had sex with another man about 30 years ago, I've done it many times since (even with a couple of other men at the same time), and I look forward to doing it again.
    Dragon56 Dragon56 56-60, M Aug 22, 2009

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    Related Experiences

    I've had sex with some 16yo's. I've done it with my cousin. And i've done it with my friends brother & his friends. (Mostly 14 & 15)
    WhiteGirl702 WhiteGirl702 22-25, F 13 Responses Sep 30

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    I had sec with my uncle ;) and i loved it! Msg me for the story !
    Vannnessaaaaa Vannnessaaaaa 18-21, F 8 Responses Oct 9

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    Back in high school I baby sat for this couple, they were in their early thirties with a seven and four year old. Now let's talk about the sexiest man I've ever met. This dad had...
    SteelNettt SteelNettt 18-21, M 2 Responses Oct 3

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    So I've had this crush on a guy for a little while and we have talked about doing it but whenever we are together I get super nervous and decide I don't want to but then after he...
    ascorby54 ascorby54 16-17, T 1 Response 2 days ago

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    My wife left the bathroom door open having a shower while the electrician was working just outside the bathroom, she thinks he had a good look at her the whole time.
    Stky2001 Stky2001 36-40, M 6 Responses 3 days ago

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    I have thought about what it would be life to have a women embrace me go down and all of it. I have only been with men and I cant get the thought out of my head
    curiousegirl curiousegirl 22-25, F 1 Response Oct 6

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    Might do it with a guy for the first time this weekend. Obviously I'm kind of nervous. Any advice?
    zacktr zacktr 41-45, M 6 Responses a week ago

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    He stole my heart in high school but never let on that I stole his. So I tried to move on. We lost contact after high school for three years, going about our own lives. I got...
    Bluesirenz Bluesirenz 18-21, F 1 Response Oct 6

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    One time me and him were so loud he had me handcuffed and the neighbors thought something was wrong so they called te cops and we lost the keys to the cuffs so I had to awnser the...
    oilchick1488 oilchick1488 18-21, F 6 Responses Oct 12

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    I was chatting to this guy on Grindr a few weeks ago, he didn't have a profile pic or any kind of profile, but he was 2 streets over and wanted to suck c**k, nothing else. So I...
    crake101 crake101 31-35, M 2 Responses Sep 23

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    A few years back I ran into a third cousin of mine and I knew that she was a bit slutty, specially after her divorce. We had gone partying before and we were each other's 'wingmen...
    dazedandconfuzelled dazedandconfuzelled 31-35, M 1 Response Oct 6

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    He had me up his big window in his room and was ******* me so hard that we cracked the window
    oilchick1488 oilchick1488 18-21, F 5 Responses Oct 12

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    I have always had a thing for older woman and I do not regret the things that have happened between us.
    bradlydc bradlydc 18-21, M 1 day ago

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    I'm ready to explore this...
    Ladyay11 Ladyay11 31-35, F 1 Response 2 days ago

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    Id like to talk to women or couples who share this interest or have experienced this as Ive mentioned it to my wife and our sx life has gotten much hotter when I mention it while...
    jamiejames36 jamiejames36 36-40, M 3 days ago

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    My wife is a nurse. She doesn't wear a bra when she goes to work.
    Stky2001 Stky2001 36-40, M 12 Responses 2 days ago

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    When I was 10 my cousin who was 13 came into my shower, and she kissed me, told me i was hot and made me **** her. It was so amazing after we got past the weird, after that day we...
    Carsonisthedawg1025 Carsonisthedawg1025 18-21, M 1 Response Oct 5

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    When I was a sophomore in highschool I was staying after school one day finishing up a test. She was sitting at her desk texting her boyfriend now husband. She was getting horny...
    Carsonisthedawg1025 Carsonisthedawg1025 18-21, M 2 Responses Oct 5

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    Forty-seven, to be exact. That's not counting the two I've been married to, and countless prostitutes.
    Nakeddave61 Nakeddave61 51-55, M 1 Response Oct 8

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    I'm a 22 year old guy. And believe it or not, ladies, you're not a lone. The History with my girlfriend and I: We dated briefly in high school before she went off to college. She...
    daveR80 daveR80 22-25, M 1 Response Sep 21

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    I had sex with my sister inlaw outside at the Port orleans Riverside Resort. We were in the bushes along one of the many paths
    freedrm69 freedrm69 36-40, M 1 Response Sep 30

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    For the last few months I have started to fantasize about having sex with a close and very dear lady friend of mine and I can’t seem to get her out of my mind for some reason...
    bfox2608 bfox2608 36-40, M 2 Responses Sep 27

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    I've been thinking of leaving my marriage for a couple of years.....I just turned 50 and our marriage has been a rocky yo-yo....my husband now works out of province and is gone...
    rootstudio rootstudio 46-50 1 Response Oct 3

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    I had sex for the first time Monday night with the new man I am with and I felt him come in me (but when I got pregnant the first time I didn't ) but I was Nervous and it pain...
    Fanteyzhuh Fanteyzhuh 22-25, F Sep 25

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    hi, im indonesian (28yo) and i married with a japanese man (28yo) 2 months ago. we have been together 11 months then he finally marry me. but i already facing a sexless marriage. i...
    yn12986 yn12986 26-30, F 1 Response Oct 7

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    I had sex before and I'm still a kid. So if anyone wanna talk or ask something about sex don't be shy to ask me
    NicholasHidalgo NicholasHidalgo 13-15, M 3 Responses Oct 1

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    Haven't had sex in a long while. Really craving some hot older ****.
    wetkittyforoldmen wetkittyforoldmen 18-21, F 19 Responses 8 hrs ago

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    I would probably go for sex with my close friends as part of friendships..i do not say it casual as it's with my friends and with whom I like to do everything I like feel like ...
    Ravidesai Ravidesai 41-45, M 1 Response Sep 22

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    I've noticed that i have the temptation to always have sex with out a condom. To the women out there, do you mind the "pull out" method?
    Smokingskater Smokingskater 18-21, M 3 Responses Sep 25

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    I dont know why but sex with teenagers, 14-18 is awesome. Something about teaching & showing them your naughty ways in a turn on.
    WhiteGirl702 WhiteGirl702 22-25, F 12 Responses Sep 28

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    I want a guy to have sex with my wife. Any takers?
    hotguy2016 hotguy2016 26-30, M 7 Responses Sep 30

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    I tried to have sex with my young cousin
    secretboy12 secretboy12 16-17, M 1 Response Oct 5

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    Love having sex with h women
    Dloveski Dloveski 36-40, M 1 Response Oct 10

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    I'm looking to try gay sex with any guy who wants to, I have only ever gave 1 blow job but I now want to try everything, respond if you are interested.
    PenisLover97 PenisLover97 16-17, M 4 Responses 6 days ago

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    I have a gigantic crush on my teacher! He's so hot! Everything he does is hot! And he favorites me over a lot of people. He often jokes around with me, and he is not the joking...
    ihatemytown ihatemytown 13-15, F 1 Response 6 days ago

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    Best ever with my 47 year old boyfriend!!! Sex with older men is amazing <3
    mdkp mdkp 22-25, F 8 Responses 5 days ago

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    I'm married and curious about being with a man and would love to tell a woman about it to get her perspective
    ramsay20 ramsay20 46-50, M 2 Responses Oct 3

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    My girlfriend and I have been dating for two years now, and from pretty early on we both discussed out sexuality. The fact that we were both bi curious, her more so than me, and we...
    redstar22 redstar22 22-25 Oct 12

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    When I was 8, I played with a neighborhood girl - she was laying on my bed, I was a cannibal, she was my victim and the bed was an oven for frying her. Of course I had to feel if...
    Vinnc Vinnc 31-35, M 2 Responses Sep 29