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I Cross Dress

Personal Stories, Advice, and Support 1,396 People

    I need a female to help me cross dress.

    ..in something sexy like leather or satin any takers?
    leatherx leatherx 26-30, M Dec 14, 2014

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    About to cross dress any suggestions?

    Heels boots dress or skirt or leggings
    leatherx leatherx 26-30, M 4 Responses Apr 5

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    So this morning I wanted to dress up.

    I had to run into work and would be there by myself for a few hours. I decided I would go into work in a dress and change after I got there. I put on a pair of black tights and an orange dress. I put my male clothes in a bag to take with me. I put on a black cover and drove to...
    mat2Robin43 mat2Robin43 51-55, M 9 Responses Nov 15, 2014

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    going out tonight and getting new stockings

    and panties then I putting a large toy in me
    chach420 chach420 41-45 3 Responses Feb 20

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    After all the fuss over Halloween

    and mum making me a costume. I finally got with Les that night and we have been seeing each other secretly ever since. School is ok I see Les there and we chat but nothing to much that people will talk. After coming out to mum and her making the costume I have told her that I...
    deleted deleted 26-30 Nov 22, 2014

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    My Sister And My Cross Dressing

    At first, my sister wasn't please about me cross dressing. It took a few months and my two week visit to my aunt's house in Cleveland. When we returned from our vacation, we still about 7 weeks before school started. I began setting my hair more often. The first Friday...
    marybethme marybethme 51-55, T 8 Responses Jan 21, 2013

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    I would love to be cross dressed by a female

    in leather and satin and go out :)
    leatherx leatherx 26-30, M 5 Responses Dec 21, 2014

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    I'm Coming Out!

    I am a crossdresser. There, that was easy. My wife has found stuff around the house, knickers, bras, stockings, etc and has now forced my hand. I have say down and admitted all to her. It felt good, but I am now sk confused. How did it all start? Why did it all start? I don't...
    Surreycrossdresser Surreycrossdresser 36-40, M 32 Responses Aug 10, 2012

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    Mom>>

    I have been doing this since i was 8 or 9. I am 17 know mater what my age says on hear. well any way. when my mom and step dad whent out and left me at the house cuz i was a "bad boy" i had to find me something to do so i planed to go take a shower. That were i found my moms...
    brensonbrosh brensonbrosh 22-25, M 5 Responses Apr 1, 2012

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    I wear thigh highs heels

    and panties and enjoy them. would love to meet someone in my area that likes the same
    chach420 chach420 41-45 3 Responses Feb 15

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    I like to dress up in thigh highs

    and feel them on my bodt
    chach420 chach420 41-45 1 Response Feb 15

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    One Early Crossdressing Adventure..

    one weekend I got the itch, I put on my white satin panties and the nude pantyhose and then dressed normal and headed out for a Mall about 45 min away. Once in one of the major department stores I went to the Men's section and selected a couple of pants that would fit me, and...
    vacurious64 vacurious64 46-50 4 Responses Nov 18, 2012

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    My Alter Ego And New Name

    I have decided that from now on, whenever I wear women's clothes, I will be known as Regina. Or you can call me Gina. In fact, I'll be signing in to this group under the short name. I am Gina, the tall, slim beauty with the lovely dresses and the long hair. And I love my alter...
    deleted deleted 26-30 5 Responses Feb 27, 2013

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    I finally found someone I trust enough to take

    photos of me in drag -- I'm not in a relationship. She didn't take many, but this was maybe the best.
    luvsmommy luvsmommy 36-40, T 6 Responses Sep 24, 2014

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    Anybody who is interested in talking.

    . Male or female please feel free to message me :)
    raelynnCD raelynnCD 22-25, T May 22, 2014

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    Learning about Makeup

    and Hair. I have found several outfits I like now, several sexy lingerie outfits and underwear - some jewelry. I'm getting better at polishing my finger nails. I got my first pedicure done a few days ago- picked out a nice purple polish. It was funny - several of the women said...
    MarkDaniels2014 MarkDaniels2014 51-55, M 2 Responses Sep 18, 2014

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    I love wearing these stockings

    and panties. gets me in the mood
    chach420 chach420 41-45 1 Response Feb 21

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    Would love to have a woman

    or girl cross dress me in all leather and satin jewelry and all.
    leatherx leatherx 26-30, M 1 Response Mar 22

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    The Urge To Dress In Girly Clothes

    My wife knows I've done it, but hopes I have given it all up.....which I have, until the next time. When I'm likely to be alone and undisturbed for, say, a whole day I'll raid my Femm-trove and decide what to wear. That's fun in itself. The longest & most time-consuming part is...
    Maryesther Maryesther 66-70, M 4 Responses Jan 21, 2012

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    I was fiddling with the camera settings

    because of the poor light. Got them a bit wrong . . . but my hair looks pretty.
    luvsmommy luvsmommy 36-40, T 3 Responses Nov 16, 2014

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    It's True And I Don't Deny It!

    Always had a interest in fem items since very young (5). Always hiding it from the parents. The collection was small so it was fairly easy to hide. When I moved out the collection of clothing just exploded. Went through several purges. Pondered the thought of quitting completely...
    deleted deleted 26-30 10 Responses Mar 26, 2012

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    chach420 chach420 41-45 5 Responses Feb 20

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    Its amazing, seeing God's work.

    Attitud , hard work, loving yourself, and God goes a long way for long lasting natural beauty. People with the wrost attitudes seems to be the ugliest and most lonely people on this earth.lol Don't cry its only clothes. True beauty comes from the soul. I'm sexxy as guy or...
    KatrinaBoyer41 KatrinaBoyer41 41-45 2 Responses Nov 16, 2014

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    We have a tradition of having a small Neal

    Christmas Eve and we exchange 1 present. Often a few friends come around to join us, this year was no exception and Martin came around, we had a light meal then we gave our presents, Martin handed me a box I unwrapped it and opened it to find a beautiful girls nightie. I looked...
    deleted deleted 26-30 1 Response Dec 25, 2014

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    jessilynn2015 jessilynn2015 41-45, T 1 Response Apr 10

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    I wear stocking panties

    and some time use things on myself because wearing them feel so good.
    chach420 chach420 41-45 Feb 16

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    Went to a family party last night my uncles

    birthday, it was just family and his friends, I decided I would go dressed up after last time at hollowed I figured it would be fine. Mum knew how important this was to me and helped me get ready and look nice and sat me down and showed me how to apply makeup, must admit I'm...
    deleted deleted 26-30 1 Response Jan 18

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    I Cross Dress For Her

     I don't try to look like a woman, and couldn't pull it off if I tried, but my wife likes to see me in a short skirt, thigh highs, and top.She wants to take me shopping for an outfit that turns her on.I insisted that if we do this, that I can order a couple of pairs of 6...
    deleted deleted 26-30 2 Responses Oct 7, 2009

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    Crossdressing In Secret

    this is my favorite activity when ever I m alone it give me the sense of balance since my other half ( feminine)is of need to get out once a while . So I enjoy it very much .
    lilianne lilianne 46-50, M 5 Responses Jul 20, 2008

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    I'm a girl but I take my brothers clothes,

    put them in my bag, ride to a spot I know, change and go out as a boy. No one knows but I love it, no getting harrased, or called miss, lucky I'm flat chested!
    cyraalana2000 cyraalana2000 13-15, F 5 Responses May 11, 2014

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    can't wait to get in the shower then put on my

    black thigh highs and red garter will my silky panties
    chach420 chach420 41-45 2 Responses Feb 21

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    I cross dress In women's clothing mostly

    leather I love the feel and how it looks. But i would for a woman to help me dress and tell me What to wear. :)
    leatherx leatherx 26-30, M 1 Response Oct 7, 2014

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    my wife cross dress me,

    she gave her panties bra n saree n make mu like me like a gal.. even i had nail polish etc.. once i crss dress i look like women.
    priyalax priyalax 26-30, M 5 Responses Oct 18, 2014

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    I really want to have the courage

    and go out in pretty dresses carry a handbag I want to be a girl so much
    deleted deleted 26-30 2 Responses Dec 14, 2014

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    I need a women to help me cross dress

    and look good in all clothes besides leather thanks. :p
    leatherx leatherx 26-30, M 1 Response Oct 24, 2014

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    Another Summer As Mary Beth

    I've posted earlier stories about when I began crossdressing. A quick intro - my mom caught me when I was 12, she had advanced degrees in sociology and was cautiously supportive. She had me wear a dress around the house, usually in the evenings and on weekends. Our summer...
    marybethme marybethme 51-55, T 1 Response Jan 21, 2013

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    Librans And Cross Dressing??

    Libra is my astrological sign and I have noticed that at least one fourth of the cross dresser's that I've seen on this site are also Librans. It seemed a bit odd to me that out of 12 astrological signs Libra seems to be the predominent sign for us cross dressers. Why is this? I...
    DonnaSt DonnaSt 66-70, M 33 Responses Oct 15, 2011

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    chach420 chach420 41-45 Feb 21

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    Praying That I Would Wake Up A Girl

    I don't Suppose that my story is too different from the feelings that you had about feeling different as a child, I could rarely remember a moment growing up as a child, thatI wasn't fascinated watchIng little girls, their beauty, their mannerisms, the way they played with each...
    emil2009 emil2009 61-65, M 19 Responses Feb 12, 2012

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    Nothing Weird About Crossdressing

    when i met my wife we were into all kinds of sex,you name it we did it but i hadnt told her that i crossdressed!!one day we were having very horny sex she was wearing stockings suspenders etc when i just said you look so sexy dressed like that and i would love to dress like you...
    deleted deleted 26-30 4 Responses Oct 25, 2012

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    I really need help! I need someone to help me

    cross dress in leather and satin. And I want to look and feel sexy
    leatherx leatherx 26-30, M Apr 4

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    The older I get the more I dress in womans

    clothing......I just love shopping for clothing and then modeling them when I get home....on occasion I couldn't wait that long and stopped at a gas station and changed real quick!
    jessilynn2015 jessilynn2015 41-45, T 1 Response Apr 9

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    I Cross Dress

    I cross dress,I admit it,Do it for fun,Be someone else,Taking a break,Yes, from me,Easier than a holiday,And much more fun!
    lazycrazybasket lazycrazybasket 46-50, M 1 Response Mar 9, 2012

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    Mum made me wear her shoes to teak them in

    as we were the same size, she made me so happy without knowing it
    deleted deleted 26-30 1 Response Oct 18, 2014

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    luvsmommy luvsmommy 36-40, T 2 Responses Sep 9, 2014

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    Hello Ladies, I luv to cross dress!

    A few years ago my mother wore her military uniform everyday. She was an admin. secretary and wore a crisp blouse, straight skirt along with suntan or navy pantyhose -along with her 3 inch regulation black patent high heel pumps! One day in early high school I was pretending...
    Hcarl69 Hcarl69 51-55, M 4 Responses Jan 9, 2014

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    mott52 mott52 46-50, M 8 Responses Mar 2, 2014