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I Am a Crossdresser That Love Sex With Men

Personal Stories, Advice, and Support 342 People

    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

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    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 Oct 28, 2012

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    Working Trip

    It is not very often that I come out of the crossdresser closet due to my schedule and the need to satisfy my feminine urges. I won't say that I am a virgin at this game, but I haven't also have loads of experience. This is one of my most memerable. I was asked at work to go to...
    slothman2000 slothman2000 51-55, M 1 Response Mar 18, 2012

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    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

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    Dressing Up Just For Sex.

    I have been crossdressing since I was very young, & have always loved to dress up completely, with lingerie, skirts & blouses, high heels, wig & make up. Sex while dressed up was my main reason for doing it, I loved sucking *****, & being ****** like a woman, which happened many...
    nanna2 nanna2 56-60, M 17 Responses Sep 12, 2012

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    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 gay.com 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 6 Responses Jan 11, 2013

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    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 26-30 3 Responses Mar 27, 2012

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    Hit Me Up Boys ;)

    im a crossdresser in southeastern michigan waiting to get ****** ;) message me if your interested ;)
    crossdresser256 crossdresser256 18-21, M 4 Responses Mar 3, 2013

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    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...
    girlynicole girlynicole 36-40, T 6 Responses Nov 20, 2013

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    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

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    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 5 Responses Oct 18, 2011

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    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 51-55 3 Responses Dec 13, 2013

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    How I started CDing and having sex with men

    I am a mature fit attractive man , who cannot pass as a woman, but I adore dressing in womens clothes makeup and heels and then being a wanton cummy faced **** and submissive twatboi for a real mans pleaseure . I was a teen CD caught in my moms bra girdle stockings and slip one...
    tammyie11111 tammyie11111 46-50 2 Responses Apr 18, 2013

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    Craigslist

    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...
    VenCD09 VenCD09 22-25, T May 14, 2013

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    My First Time In A Peep Show Booth...

    I was about 20. Had been dressing now for 8 years. Lost my virginity 6 years ago in my buddys garage. Went to this peep show. Needed a good dicken. Real bad. I was in this booth. Had the door cracked open just a bit. ( thats the sign) and this black guy walks in. At that time in...
    Tammy59 Tammy59 51-55, T Aug 21, 2012

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    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...
    VenCD09 VenCD09 22-25, T 1 Response Feb 11, 2013

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    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

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    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 36-40, T 3 Responses Jun 10, 2013

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    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...
    skyecrossdress skyecrossdress 18-21, T 2 Responses Oct 27, 2013

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    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 41-45, T 6 Responses Mar 27, 2013

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    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 2 Responses Apr 12, 2012

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    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...
    cdmary cdmary 36-40, T 4 Responses Nov 4, 2011

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    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

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    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 1 Response Mar 5, 2013

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    Related Experiences

    I can't help it ... Love it ... Every bit ... Crossdressers, and sexy pieces if meat drive me nuts
    Jess967 Jess967 18-21, M 1 Response Apr 9

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    I love sex without protection message me and I will tell you why(;
    Hellogoodbye85 Hellogoodbye85 18-21, F 33 Responses Mar 31

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    I love being with young men and enjoy their company. I do enjoy travelling with older men too, and enjoy wonderful holidays
    PinkyPinks PinkyPinks 31-35, F 3 Responses 1 day ago

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    Having sex without a condom is wonderfull.....I love the naked feel of a penis inside me!
    noknickersloulou noknickersloulou 22-25, F 35 Responses Mar 22

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    I like having sex with out pertection
    izac31 izac31 18-21, M Mar 31

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    I just love the feeling of a guys weapon banging against my cheeks
    addictedtocck addictedtocck 18-21, F 12 Responses 4 hrs ago

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    *Please do not judge* I am not on birth control and guys never seem to wear a condom if I don't mention one. I became sexually active at the young age of 10. I am 19 now and...
    mummyamanda mummyamanda 18-21, F 21 Responses Apr 4

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    I've only had sex once with a condom and it was when I lost my virginity...I hated it. And the experience was awful..because even after he was in and it wasnt painful anymore I...
    AYTGItsMeMaddie AYTGItsMeMaddie 16-17, F 10 Responses Mar 31

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    Whenever I have sex, I can't stand to use protection. I love feeling skin on skin and I love to feel him release inside of me. I love feeling so full of him.
    deleted deleted 26-30 21 Responses Mar 27

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    I absolutely love unprotected sex! The rush is great!! Any other women allow guys to just bust inside you?
    AshBash77 AshBash77 22-25, F 37 Responses Apr 1

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    Mmmmm best typa sex there is
    Bigluke1122 Bigluke1122 18-21, M 1 Response Mar 27

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    Sex is not a life. Its just part of life.
    harry8199 harry8199 18-21, M Mar 28

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    Me and my wife have been separated for a bit now due to the military but she's coming to visit until we can get her here, anyways we've had plenty of unprotected sex but this time...
    DC0813 DC0813 22-25, M 1 Response Mar 28

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    Nothing beats the feeling of a woman squeezing your hard manhood while it glides in and out of her. The warmth, the juice that covers it, makes one's manhood throbs more and more...
    CoolDad59 CoolDad59 51-55, M 3 Responses Apr 11

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    I get all the sex i want but i still use a ***** every night.
    100slut 100slut 18-21, M 1 Response a week ago

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    I never forget the first time I did it without protection. Her face when she could feel it shooting in her, was the sexiest thing I even saw.
    tellmesomething1 tellmesomething1 22-25, M 1 Response 4 days ago

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    I love anal and my boyfriend loves giving it
    100slut 100slut 18-21, M 1 Response a week ago

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    I love seeing hard tools.. Watching videos of guys with their tool hard and so big it really turns me on.. Love pictures of hard think tools
    Pwolf Pwolf 26-30, M 2 Responses Mar 31

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    I love letting guys Finnish in my a** then scooping it out and swallowing it.
    100slut 100slut 18-21, M 1 Response Apr 2

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    I like his big thing without anything so he can feel my warmth and wetness
    orenzzz orenzzz 22-25, F 8 Responses Apr 3

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    I love bare backing being filled with cumm
    sluttykimm sluttykimm 22-25, F 12 Responses Apr 3

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    It's honestly the best in the world, after the pregnancy scare my hook up and I stopped using condoms, we used them sparingly in the first place, I loving releasing in her and then...
    Icanttrustmyownthoughts Icanttrustmyownthoughts 18-21, M 3 Responses Apr 8

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    I love it! nothing like the real deal. the feeling is the best! plus otherwise you have to take some with you all the time its just not possible ;) give me the real thing ;)
    cindy97 cindy97 18-21, F 11 Responses Apr 11

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    My current girlfriend loves it!!!! She likes that my mess is contained in one area, and not all over.
    tellmesomething1 tellmesomething1 22-25, M 3 Responses 4 days ago

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    message me and tell me all the things you want to do to a girl or boy.
    scar93 scar93 18-21, F 1 Response Apr 1

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    I am so bored it's not funny someone please help!
    tuffnut93 tuffnut93 18-21, M 1 Response Apr 7

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    I blew my load in my girl for the first time(:
    louie101 louie101 13-15, M 5 Responses Apr 8

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    I crave the feel of a mans thick hard c*** inside me. In my mouth, p****, a**, hands and breasts. Keep going till the c*** dripping from them all.
    AriaSteel AriaSteel 18-21, F 20 Responses a week ago

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    Ha ha ha ha haaaaaaa..........
    harry8199 harry8199 18-21, M 2 Responses a week ago