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I Want to Have Sex With a Crossdresser

Personal Stories, Advice, and Support 297 People

    I don't know why, but I've always been

    attracted to crossdressers. Well the convincing ones that look like woman, not like manly hairy ones. I live in North Texas and am 19 years old. Recently I've been thinking about this more and more.
    crazylife226 crazylife226
    26-30, M
    Jan 9, 2015

    Another Crossdresser And Wife

    My wife knows my fetish for crossdressing. She's loved it since I first told her. One night, she came home and told me she had a surprise for me. She brought home another crossdresser and said she wanted to watch. My wife's new friend sat down. He was wearing sexy dark pantyhose...
    pantiescouple pantiescouple
    2 Responses Jul 20, 2010

    With Either One Of Us Or Both Dressed.

    I already know that I like sucking **** when I am dressed as a woman. I also know that I'm not really attracted to men. But if one or the other of us is pretending to be a woman, the whole scene changes. I really like the idea of sex with a "woman" with a **** or of being the...
    RayanneA RayanneA
    56-60, M
    1 Response Apr 11, 2012

    Being Made Love To As A Crossdresser

     I love getting all dressed up and wearing sexy clothes. I love nylons and heels.mmmMy friend crossdresser and I have a dream to pick up 2 georgeous looking guy's and getting ****** all night by them. The fun begins the next morning when we share our night in detail and make...
    Louise57 Louise57
    56-60, M
    Nov 8, 2009

    I've never had any kind of sex with man,

    but I've been chatting and trading pics with a guy who likes to dress up in his wife's panties. It's getting pretty hot. His *** is smooth and round in those panties. I can actually imagine getting behind him and mounting that cute ***...
    webxplorer webxplorer
    46-50, M
    4 Responses Jun 12, 2015

    Yes I Do!

    I want to meet an attractive Crossdresser in southern Arizona, Simple as that. I'm curious and I if I was to suck a **** it would be attached to a Tranny, Shemale or  attractive Crossdresser  
    stevejohns stevejohns
    51-55, M
    2 Responses Feb 25, 2010

    Curious & They're Hot

    I want to just been one over and shove my d**k right into one. I would like to meet one in Texas, they are some of most beautiful creatures I've ever seen. If any CD wanna text me or give me advice it would help. I would really line to chat with one.
    lebron2rings lebron2rings
    22-25, M
    2 Responses Jul 15, 2013


    I would love to meet someone who is not passable like me that loves to wear satin panties, bras, hose, heels, skirts, and do each others make up, and lounge around and give each other lingerie shows til we get hot and stroke each other, start to suck each other and explode in...
    size7silkies size7silkies
    56-60, M
    3 Responses Aug 22, 2011

    Sexual Thrill

    Theres just something about a man in womans clothing and underwear that drives me wild especially when they wear panties i feel like my **** is going to get too big for my pants man i love cross dressers and i really want to **** one :)
    StfComplex StfComplex
    18-21, M
    1 Response Aug 10, 2012

    What I Want

    I want to be forced to have sex with another mtf crossdresser.That would be SO HOT!
    jwpalerider jwpalerider
    41-45, M
    Sep 21, 2012

    A Day In Pantyhose

    It has been many years that Jessica has been suppressed. She went away to save a marriage and rid herself of all her femme clothes, pics, mags, make up, wigs, and toys. I cannot say why, but this year she is fighting to come out again. Wife does not approve or encourage, and...
    51-55, T
    Jul 23, 2010

    Second Time With A Cd

    The second CD I was with was in Las Vegas, I met her on an online chat room. I met her at her house and kissed her at the font door. We had a few drinks and sat on the couch kissing and cuddling for hours. Then she led me to her bedroom. She showed me her panties and lingerie she...
    jamiesissycd jamiesissycd
    61-65, M
    4 Responses May 31, 2012

    My First Time With A C.d.

    When I first met Debbie, she was dressed in full feminine attire, a black minidress, silk stockings with a suspender belt, and heels. She is curvy and beautiful and easily passes for a girl until you speak to her, when her slightly husky voice seems to give the game away. Those...
    jamiesissycd jamiesissycd
    61-65, M
    2 Responses Apr 7, 2012

    Washing Dishes

    Last night while my wife was out with the girls I had the house all to myself and decided it was time to let Jessica out to play a little bit. I had a sink full of dishes to do and figured why not bring Jessica out to do them, it would make it more enjoyable. So I went upstairs...
    51-55, T
    Jul 15, 2010

    In Need Of

    I want to have sex with a cross dresser & to let them have my virgin man *****
    xdpaul xdpaul
    56-60, M
    Jul 7, 2012

    I Want To Have Sex With Another Crossdresser

    My horniest fantasy is to have hot 69 sex while both dressed in pantyhose. Licking and sucking through the flimsy nylon, and then with our heads inside each otherĀ“s pantyhose and sucking each other to a simultaneous ******. Swallowing all the sweet creamy ***** while surrounded...
    Jonim2009 Jonim2009
    51-55, M
    2 Responses Oct 31, 2010

    I Want To Have Sex With Another Crossdresser

    To play and have sex with another dressed CD has been a long time fantasy of mine. Dressing and undressing each other, and most of all rubbing those hard bulges in our panties together!! I get hard everytime I even think about it. I would love to have sex with other...
    jamiesissycd jamiesissycd
    61-65, M
    1 Response Jul 10, 2012

    Cross-dressers Are Sexy:

    I love to see pics of great looking cross-dressers, I think they are sexy as hell. It is one of my fantasies to have sex with a beautiful cd who is all made up with long hair, and eye make-up, and lip stick. Black fishnet thigh highs, garter belt and sheer black bikini panties. I...
    deleted deleted
    Dec 25, 2012

    Sort of

    Mostly, I want to be the crossdresser having sex.  I sort of would maybe be interested in messing around with a crossdresser, but I'm not sure yet.  That's why this is a goal for me and not a group.
    SomeguyinUT SomeguyinUT
    4 Responses Oct 22, 2008

    My Feelings

    I want to have a full sexual experience with another crossdresser. I have been with them in male mode but never dressed myself. I want to experience the sexual sensations of silk on silk and expressing my sissy side. I want to feel a **** in side me spurting warm *** filling me...
    jamiesissycd jamiesissycd
    61-65, M
    Apr 1, 2012


    Really would like to dress up in lingerie and a dress and have someone just use me. Make me kiss them all over and pleasure them.
    der12333 der12333
    36-40, M
    7 Responses Aug 27, 2009

    I Love Having Sex With Crossdresser's

    Hi Wendy here I've been having sex rwith other CD for a few years , and I fine sliding my mouth down a nice thick big **** very execiting, I do beep throat as i love to feel the **** down my throat and suck all the *** out of them have, had 2 **** in my mouth at once...
    wendysmith46 wendysmith46
    51-55, T
    2 Responses Feb 24, 2010

    .......girdle Games

    My date would arrive in the evening and have ''her'' clothes with her. A short visit and then time to dress up. I wait patiently while my date dons her sexy attire. For me it is the clothing as much as the person that I find attractive. The open bottom girdle will enhance...
    deleted deleted
    Apr 22, 2012
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