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I Crossdressing Transvestite

Personal Stories, Advice, and Support 996 People

    DianeInNova

      I am a full blooded transvite!  I started by wearing my sisters clothing and love nylon lingerie and full skirted dresses!
    DiaperDan DiaperDan 51-55, M 5 Responses Jan 18, 2008

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    Pantie Shopping

    I went shopping yesterday at Kohl's. They had a great sale on their lingerie, so I bought three sets of 3 pair panties, two from Bali and one from Jockey. I also bought a lovely pink nightgown. I had a 20% off coupon, so it was a great deal! And I loved trying them all...
    jennietv89 jennietv89 41-45, T 1 Response Aug 16, 2009

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    The Same?

    Until I got on to the internet and started researching my crossdressing I thought that a crossdresser and a transvestite were the same.From my research it seems that most feel that a crossdresser wears women's clothing for a way to relax and feel more comfortable. And a...
    happilymarriedguy happilymarriedguy 51-55, M 4 Responses Mar 17, 2013

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    How It All Started

    I was eight years old when I got the conpulsion for wear female clothing. My mother used to clean for a theatre company and I had to accompany whilst on the summer holidays, whilst there one I saw a victorian style dress,it felt natural and good, put it on and loved it, I was...
    wildcamper wildcamper 46-50, M 1 Response Jan 18, 2013

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    Why I Love To Crossdress

    Hi Please note that i have posted this in another group as well as this one!ps Its all True! I had the opportunity to get away for 4 days and decided Carrie needed a long weekend away. Kissing my wife good bye I set off on my journey. Making a quick phone call i prepared my...
    carriexd carriexd 36-40, M Jun 16, 2010

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    Every Day

    My wife gave me a choice to have implants, and dress full time. I accept this offer knowing that I would never have to dress in those horrible clothes again. Soon I had a C cup chest nipples that were always hard, then after 2 years it went to DD and am told when it's been two...
    RunAroundSusan RunAroundSusan 22-25 Jul 16, 2013

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    Lusty Tv

    Started wearing my mothers underwear when i was 9. I wanted to wear my little sisters stuff when i was five.
    Lustytv Lustytv 46-50, M 1 Response Jul 12, 2012

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    Crossdressing

    Why is it went a guy wants to wear sexy lingerie he's labled as something?I love to dress in sexy lingerie and go shopping for more sexy thing to wear sometimes i go shopping fully dressed and nothing reall happens its the times when i'm dressed as a guy when clecks always say...
    maninagarterbelt maninagarterbelt 41-45, M 3 Responses Jul 31, 2009

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    Mom Satisfied My Curiosity About Cross Dressing

    From an early age I loved to be dressed in girl's clothes and pretend I was a girl. The first time it happened, it was a babysitter who fixed me up in her little sister's clothes.  I was always sneaking into my mom's room and playing with her things. There came a time when I...
    Sissylips Sissylips 66-70 10 Responses Dec 21, 2010

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    Endless Longing

    I've spent all my life as a married heterosexual endlessly wanting to enjoy the pleasures of being feminine. Lately I've allowed myself to experiment with wearing female clothing when I'm alone and love the feelings of satin and silk on my skin. My wife with whom I attempted to...
    michelle56 michelle56 61-65, M 1 Response May 29, 2011

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    Cross Dressing Transvestite

    Oh My God, spelled the long way .I've just reviewed my shared experiences.OMG.How time has flown.Yes,by now I'm on hormones,and loving it. Finally starting to see real results ,physically and emotionally. My enviroment as also led to favored results. Ying/Yang, for now that I...
    diadarling diadarling 41-45 1 Response Mar 24, 2011

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    Transvestite

    I'm a Man but I like Wereing Skirt And very need a skirt. If who could share me a skirt, please tell me!
    qwerty15478 qwerty15478 13-15 1 Response May 10, 2012

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    The Way It All Began For Me

    Sherman, set the way back machine to 1954, when it all began. I was four and, I found my grandmother's high heels (not very high by current standards) and her half girdle with garters (the metal kind, not today's cheep plastic ones) and her seemed stockings (still attached to the...
    deenadahl deenadahl 56-60, T 2 Responses Oct 8, 2010

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    Matching Panties

    Playing next door with my friend.he gets called for his tea.i stay upstairs and silently creep into his parents room.trembling i find his moms drawers and steal a white bra short tennis skirt red baby doll nightie with matching panties.and then put my booty in the rippef lining...
    jessicaslinky jessicaslinky 41-45, M Mar 30, 2013

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    I Am A Crossdresser

    I am a bi crossdresser and have been crossdressing since my teens. I love the feel of soft silky fabrics against my bare skin and when I was younger the dressing was such a arousing experiance. I still dress and still get aroused but I dress now because it feels so natural and...
    krystals krystals 46-50, M 2 Responses Mar 25, 2010

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    The Truth About Me

    I have been a crossdresser for many years now, and I only let 1 friend know about it. She was a great friend who accepted me for me. When I was with her I was able to expess my feminine side without being ridiculed. Unfortunatly my friend, my best friend died in May, and I have...
    deleted deleted 26-30 2 Responses Oct 10, 2010

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    Fetish Cd/tv

    Greetings all,     I'm Suzanne LeBizarre, that SIGNIFICANTLY older (70s now - DAMMIT!) fetish (ballet boots or thigh boots, tight laced corsetry, hobble skirts, long gloves, huge boobs, heavy makeup or female latex masks, "tons" of soft white...
    SuzanneLebizarre SuzanneLebizarre 70+, M 4 Responses Aug 21, 2009

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    Crossdressing Couple

    When I met my wife she liked the idea of me dressing up in her clothes. I decided to surprise her and dressed up in some of her clothes one night before she came home from work. When she walked in the door, I had on one of her dresses, some pantyhose a bra with water filled...
    pantiescouple pantiescouple 26-30 3 Responses Jul 19, 2010

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    Difficulty In Coming Out...

    I've been cross-dressing since I was 14. Me and a friend used to always steal his sister's clothes and "play" in them. Nothing sexual happened, but we were caught one day. Our parents were surprised, but they just accepted it as "experimentation." Nothing major happened, we...
    nightshade5511 nightshade5511 22-25 7 Responses Dec 13, 2010

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    Love To Crossdress In Women's Tight Latex...

    it started just by seeing pictures of women in latex and they turned me on. Then I thought - if it turns me on seeing someone dressed like that, i wonder what it will feel like if it is me. So i bought a feww things - latex leggings, panties, gloves, skirt, corset - and put them...
    deleted deleted 26-30 1 Response Nov 20, 2011

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    Wife Of Cross Dresser

    I have known of my husband's 'feminine' side before we married. We have experienced his cross dressing together. He really enjoys when I participate with him. However, for me, it is very awkward. It is strange to see my husband dressed as a woman with make up and wig and...
    wifeofcrossdresser wifeofcrossdresser 36-40 5 Responses Sep 11, 2011

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    Trans-shopping

    I posted this to several groups. But it's really worth sharing. Just came back from a great shopping trip. I bought a couple shirts, a couple pairs of pants, and of course, some lingerie. If I can give one piece of advice, and maybe this is really dependent on where you live...
    BlushGreen BlushGreen 26-30, M 7 Responses Nov 24, 2011

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    Wearing My First Bra

    Mom was out.dad was always at work.stole into her room.pulled out a blue lacey bra.boy did i tremble.took me ages to work it out. But did i thrust my chest out.where are my boobs ?
    jessicaslinky jessicaslinky 41-45, M Mar 30, 2013

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    Married But Want To Try Being A Shemale

    Always dreamed about being a shemales boyfriend now at my young age of 50s I'd like to try being a tv sexy shaved legs body garter belt stocking wow make up than be someone's ***** totally submissive to his desires one day one night have my bottom speared deep as Iam tied up...
    mature9 mature9 51-55, M 1 Response Nov 24, 2012

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    Stockings

      I am hoping that perhaps one of you older ones might be able to help me. I am a cross-dresser. I love Jimmy Choo, and I love my stockings. I started cross dressing when I was about 13. This would be about 1972. My first experience was with a pair of my (older) sister's...
    thejuggaboo thejuggaboo 22-25 2 Responses Aug 18, 2010

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    In the Moonlight

    I love to be dressed in high heels, stockings, suspender belt, sexy gstring, bra and lovely short dress, walking in the park, in the moonlight with the cool breeze blowing up my dress and so cool on my bare thighs and bottom...I imagine a lover meeting me and taking me, causing...
    yogamaster yogamaster 36-40, T 3 Responses Feb 6, 2008

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    First Time Trying Women's Clothes

    I'm 30 years old and only recently since I moved in with my female friend when I'm alone I've tried her clothes on and it makes me feel so horny I'm shaking,trembling,I fantasise and watch gay tv ts ****,I've had sex with a ts girl in Amsterdam before n it was exactly how I...
    Kennytoyou Kennytoyou 31-35, M 1 Response Dec 8, 2012

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    I 2 a Crossdressing Transvestite

    When your born and raised in small rural towns in Sask. you have no idea of what was out there in terms of anything but homosexuals[BAD,BAD,BAD].It wasnt until years later that Ive seen what I considered to be what I always felt.It was a pictorial of a girl dressed with a penis...
    diadarling diadarling 41-45 3 Responses Jul 15, 2008

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    Dressing

    I just adore dressing in full undies stockings girdles basques etc but most of all heavy makeup if there is any one else how likes same please
    Sxyzue Sxyzue 56-60 2 Responses Aug 14, 2012

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    Becoming A Gurl...

    I remember when I was about 10, I became attracted to women's clothing. I didn't understand at the time, much less realize how this would impact the rest of my life. In a way it was horrible because I had no direction and no one to share this with. I could not ask questions and...
    ivanatgurl ivanatgurl 46-50, M 2 Responses Apr 8, 2011

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    Secret Crossdresser

    I started to crossdress since my childhood.I started at age 10.Unfortunatley at that time in my country was a brutal war.My city was in a war zone.During the enemy attacks on innocent civilians among whom i lived with my family i felt an indescribable fear for my own life.I was...
    lardverder lardverder 31-35, M Oct 3, 2013

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    I Love It

    i love dressing like a woman. i've never been able to say that before. i live in arkansas and its not "acceptable" where i live. i love to put on a nice silky pair of panties and a bra and maybe some pantyhose then i get to decide if im gonna wear a dress or a blouse and a skirt...
    LacyJane LacyJane 26-30, F 2 Responses Dec 16, 2009

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    Hotel Room Thief At Thirteen Looking Bra Panties And Underskirts

    On holiday with my parents. Hormones raging.socialising with couples downstairs.she early thirties.room next to mine.go to bed early.i have that urge.i need my undies. Im confused. Open window drainpipe.climb up open next rooms windows.find panties in suitcase.there is no going...
    jessicaslinky jessicaslinky 41-45, M Mar 30, 2013

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    How It All Started For Me

    So here goes..... 22/11/68 what a day that was.... not that I remember much about it. I was a home birth and to all intensive purposes a "normal" child and that's the way it would stay for a good few years to come. My mum Anne and dad Geoff no doubt were quite pleased that...
    Babyclaireuk Babyclaireuk 41-45, M May 17, 2010

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    Beyond The Dressing

    I may have posted here before but, I don't know if I had shared this until now. I totally do enjoy crossdressing, and always have, and always will however, I reached a point where it was just not satisfying by itself. Wearing the clothing, from sexy to everyday jeans and tees or...
    deenadahl deenadahl 56-60, T 6 Responses Sep 6, 2010

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    Love to Dress Up

    I am a straight male that loves the feel of ladies clothing. I love the feel of nylon on my body. I am not the best writer in the world, so please bear with me. It all started when I was around 10 years old when I would sneak into my moms bedroom and wear here gloves. That is...
    deleted deleted 26-30 11 Responses May 30, 2008

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    First Time Tv

    Have got agreat urge to start cross dressing, feeling confussed but excited at the same time. No one to talk to.
    lovelylashes lovelylashes 41-45 10 Responses Jun 29, 2009

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    Love It

     Ive always loved the feel the look and the soft noises laddies cloth create when you walk.I'm addicted  xxx sarah
    sarahj sarahj 46-50, M 1 Response Aug 28, 2008

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    I Like It All

    Tonight I dressed for the first time in months.  Short skirt, bustier, fish net thigh highs, and silver glitter high heels.I'd love to suck a nice **** again and spend a happily perverse evening (or more) with a passable TV/CD/TS.  We'd both be wobbly legged in the morning.Many...
    JoanSoloman JoanSoloman 56-60, M 2 Responses Dec 20, 2011

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    Business Trip

    It started as a bet with a colleaugue at work when discussing an article on a drag act coming to town. My friend said no way aguy could get away with dressing up and passing in the street. I said yes they could and whats more I could. Fifty dollars to Cancer research...
    Carolaus Carolaus 51-55, T 2 Responses Mar 29, 2009

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    I Am Two Different People To One Person I Know.

    I often walk my dog within my apartment complex while dressed as a girl and, at other times in guy drab mode. There is an older woman who has taken a liking to my dog, a male pomeranian that she likes to call "Foxy" because, he does resemble a small red fox, even though he is...
    deenadahl deenadahl 56-60, T 7 Responses Sep 18, 2010

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    Just Need To Talk

    I have been cross dressing for about 4/5 years now, I have a wife and children. my wife has helped me massively and she is the only one I can talk to, but as much as she tries it gets to her at times. I need to communicate with others like me because at the moment I feel things...
    jade80 jade80 31-35, M 1 Response Nov 17, 2013

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    My Secret Life

    Since I was young I have worn lady's lingerie this all started when I used to see my mum walk around in her stockings and basques waiting for my dad to come home it looked nice so when I was home on my own one day I went in to there bedroom and tried it on and from that day I was...
    Ttest Ttest 46-50, M 2 Responses Oct 25, 2012

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    *** With Me

    Hi, I just love wearing leather skirts, nylon stockings, and garter belts together with my C-cup **** and stunning top. I often go out in the red light district, my high heels klicking as I walk by potential customers. I can't get enough of blow jobs, and love the taste of the...
    jeanette4u2 jeanette4u2 46-50, F 1 Response Nov 14, 2009

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    A New Woman

    I like my heels, skirts, and breast forms. I enjoy being a woman. I do not like the naughty language I see here in this forum.
    MyTonnie MyTonnie 46-50 2 Responses Dec 5, 2009

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    It Nearly Happened

    18 years ago when my wife was expecting our daughter I was sitting in our living room dressed in a sexy basque stockings and black thong watching tell with my wife when she told me she had a craving for some crisps so being in a hurry I pulled a shirt and trousers on and went to...
    Ttest Ttest 46-50, M Jul 15, 2013

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    Master Seeks Sissy

    I am a 28 year old, baby-faced, 5' 8", 70 kg City professional living and working in London. I am looking for a reasonably local sissy aged 18-23, smaller than me in every way, who wants to be completely feminised by me. Inexperience is a must - I want a shy submissive type who...
    masterguy78 masterguy78 26-30, M Dec 15, 2012

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    Related Experiences

    Maybe I just have seen too many Rocky Horror shows ;) but I think crossdressers and transvestites are beautiful. Being able to physically express who you are on the inside, and...
    ArguablyLonely ArguablyLonely 18-21, F 2 Responses Mar 26

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    Hi. Im a male 18 at college. Ive been crossdressing for a while but am looking for a female to talk with about it and whatever..message me on here
    Zxi19 Zxi19 18-21, M Mar 30

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    A night out as Rhonda had me visiting a local establishment where a band was playing that I follow. I was with a friend, and she is very acceptable of my crossdressing. I was...
    SweetRhonda SweetRhonda 51-55, T 5 Responses Apr 8

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    I want to know more about crossdressing
    nightfun56 nightfun56 18-21, M 2 Responses Apr 9

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    I like Crossdressing. But I have never told anyone. Do you think I should?
    Pinklovemaddie Pinklovemaddie 13-15 4 Responses Apr 14

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    I want a girlfriend who fully supports me crossdressing but I cant find anyone nearby.
    natessecret natessecret 18-21, M 19 hrs ago

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    I was tired, lonely and needed to relax. I went to the local adult video store and picked up a video. In it, there was a woman who was really cute who wore a white corset, and a...
    wistfulmiles wistfulmiles 51-55, M 5 Responses Mar 23

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    I love wearing girls clothes the more girly the better. I'd love to chat to other crossdressers so send me a message :)
    deleted deleted 26-30 1 Response Mar 25

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    I love to ware woman's underwear. Like bras and pantys. I have ever since I was potty trained in my cuz pantys. Is this ok?
    onomaine onomaine 22-25, M 3 Responses Mar 27