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I Am a Crossdresser That Love Sex With Men

Personal Stories, Advice, and Support 396 People

    First Time With A Man While Crossdressed

    This isnt about how I started or why. This is just about the first time I was with another man. I had met this guy in the chatroom. He was in the next city over, a couple years older than me and similiarly inexperienced. He was fit and decent looking so we made a plan to...
    edgarallanho edgarallanho
    36-40, M
    4 Responses Jan 11, 2013

    I Love Having Sex

    I had a add online meet a guy he came over we only had 30 Minn. He rub me so nice. He pull his pants down and wow what a nice big ****. I got on right on that hot ****. I suck it then he bent me over and **** the hell out of my ***. Then I dumb one of the biggest loads I have...
    deleted deleted
    5 Responses Nov 4, 2011

    Hit Me Up Boys ;)

    im a crossdresser in southeastern michigan waiting to get ****** ;) message me if your interested ;)
    crossdresser256 crossdresser256
    22-25, M
    3 Responses Mar 3, 2013

    I am transgender i love sex with men i

    though i was Bi but i thinking that i am Gay i cant keep my eye off guys to be honest women dont turn me on anymore i love older men they know how to treat you like a lady and they are wonderful in bed
    deleted deleted
    3 Responses Aug 26, 2014

    Men In San Antonio

    Hi! As the group tells you, I'm a closet TV who loves to be with man being as my nature says As a Girl. I love to be properly dressed and being treated and being even "used" as a Girl when we're alone. I'm always eager to complete my inner destiny of being the submissive female...
    Calientita Calientita
    31-35, M
    2 Responses Nov 26, 2012

    Dressing Up And Having Sex. I'm The Girl!

    Most of you can relate to the feeling one gets when transitioning into a woman m/f.  For me, ive been doing this since i was 12 years old, growing up in home with two sisters, a mom, and an absent father.  It was inevitable that i started wearing their clothes.  It didnt help...
    Lisagurlll Lisagurlll
    36-40, T
    11 Responses Jan 19, 2012


    So wed I was finally enjoying a day of work woke up shower relax I was feeling really horny readying some of the story's from EP so I decided to post an add on Craigslist about wanting someone to come f*** me I got a few emails there was one guy that got my attention he said he...
    deleted deleted
    May 14, 2013

    I Will Never Forget

    My first time with a man was at the age of 14 I have always liked to dress with my mom's clothe. One night I was wearing a lace thong and a white lace push up bra and a pink dress blonde wig There was some people over at the house I was just in my room alone. A friend of my moms...
    deleted deleted
    1 Response Feb 11, 2013

    Dressed As A Women

    As a young adult I had my first experience with a man. We did have sex because I was afraid I just sucked him him and let him *** on my face and chest. In college was when I had my first sexual experience wearing panties and a bra with a man. Then I would closet dress I met a man...
    Ryan1kc Ryan1kc
    31-35, M
    Mar 5, 2013

    have been dressing since 10 at 54 wanted to see

    if I was anything so I looked on craigslist (we did not have any of todays tech when I was young) found a guy he came over took his **** out the 1st time I touched another **** so I started to jerk him off, an then told my self the hell with it an went down on his...
    star16cd star16cd
    4 Responses Dec 13, 2013

    I Love It.

    I love having sex with men but it goes will my mental state once i'm dressed up as a girl that's when i can go and go from making out to sex with any man. I can make out with guys in public not even as a girl but when its time for sex i must be dressed up and i'm always bottom. I...
    deleted deleted
    2 Responses Oct 27, 2013

    Tv Who Loves Very Old Men

    Always had it. I'm a bit older myself now but even as a teen transvestite i loved to be lusted after by much older men. Love their clawlike hands on my silk encased body, their strong necks, their thick muscular tongues invading my mouth. Love to go all teenager in love on them...
    misszaskia misszaskia
    51-55, M
    4 Responses Oct 21, 2012

    My First Time

    i had been told about a place that gay and bi men go to for sex, it is not far from home, about 10 miles or so, it was a nice sunny afternoon so i drove over to it, getting changed into femme clothes en route. tights/pantyhose, short skirt, top, bra, panties and flat shoes. when...
    sallystark sallystark
    51-55, M
    2 Responses Nov 8, 2011

    Feeling Like A Total Woman

    When I am in bed with a man Im dressed in lingerie and smelling of perfume and it feels just right as I look like a woman,feel like a woman and having sex with a man is wonderful especially after lots of foreplay and he gets rock hard the feeling of being penentrated is out of...
    deleted deleted
    9 Responses Nov 20, 2013

    But If I'm Not Dressed I Am Not At All Interested In Men Or Sex With Them.

    The longer I dressed, the more I wondered what it would really feel like to be a woman, or at least have more of the experiences that a woman does. I had always liked only women, and as a man was not attracted to other men and would have never considered sex with them. But I...
    RayanneA RayanneA
    56-60, M
    1 Response Apr 12, 2012

    Pleaseing A Man

    peaseinga man is my pleasure when i swallow hi **** its like imtaken away. i know that im meant to be a woman
    sabrina51 sabrina51
    46-50, M
    Aug 9, 2013

    Related Group

    Just started a related group called "I'm A Trannie Who Lusts After Elderly Men". Have a look if you're interested.EP Link  (I 'm A Trannie Who Lusts After Elderly Men)
    misszaskia misszaskia
    51-55, M
    1 Response Oct 28, 2012

    I'm Not Sure...maybe

    I am not sure if I would or not but the curiosity is killing me. I dont relish the idea of going to a bar or club just pick up a guy to have raw animal sex with. Is that old fashioned? I would like to meet someone, build up a relationship, and if the mood and moment is right...
    deleted deleted
    1 Response Mar 27, 2012

    Young And Fit Looking 41 Year Old Crossdresser In SE Wisconsin Looking For Hot Stud And/Or Daddy!!

    I am Rebecca. I lived as a transsexual woman for three full years while on hormones the whole time several years ago. I came back across to live as male, but still passionately LOVE dressing, appearing, playing the feminine role at home cooking, sexually, pleasing my man and...
    SissyRebeccaCD SissyRebeccaCD
    46-50, T
    15 Responses Mar 27, 2013

    I love it all, the dressing

    so feminine and love men and to touch and be touched by a man and the sexual actions between are simply the best..
    alexiswcd alexiswcd
    56-60, T
    Jun 21, 2014

    Dress Up And Act Like A Girl? Always.

    For me it is not a same sex attraction I am a woman and I want a man.I have been dating men as a girl for years and love it!I love men and can't live without them ... I get weak on my knees when I see a strong masculine black guy.Oh my yes men (some men) are fun to be with...
    Josie06 Josie06
    56-60, F
    3 Responses Oct 18, 2011

    Oral Fixation

    Hi! I have had two experiences with men. The first was a roommate when I was in the military. He put on a **** and we were watching it, and when it got to a lesbian scene he began talking about how men should be so free. While I wasn't dressed...I slid to my knees and...
    GillianStepford GillianStepford
    41-45, T
    2 Responses Jun 10, 2013
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