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I Am a Crossdresser

Personal Stories, Advice, and Support 6,372 People

    Chance encounter I had to go to my local Sears

    for something, when I decide to check out the pantyhose section. I was looking thru the 'own brand' section when I noticed a very attractive women also looking thru pantyhose. It didn't bother me I was dressed in men's clothes (I actually enjoy the buzz). I started to check her...
    michelletrans michelletrans 51-55, T 16 Responses Mar 2, 2014

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    Okay so here it goes I'm a cross dresser I

    have not told any one until u read the post I even made a new account because I thought all my friends would just leave me . I really want to tell my mom but I have no idea how to tell her I just love girl clothes I am really struggling to keep it in , but afraid to let it go...
    shaun340 shaun340 18-21, M 3 Responses Feb 5

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    Starting

    I started crossdressing when I was 8 with one of my mother's slips.  I loved the way she looked when she got dressed.  The bras, panties, stockings and slips she looked so wonderful on her.  One day I found a slip of hers and tried it on.  The feeling of the...
    SamanthaAnne SamanthaAnne 46-50, M 9 Responses Dec 3, 2006

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    Came home from a week away first thing I done

    went and bought myself some boxers female ones they are so comfy..
    24chris24 24chris24 22-25 1 Response May 12

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    deleted deleted 26-30 24 Responses May 29, 2014

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    My Sister Taught Me To Crossdress ...my Mother Taught Me To Love It.

    At first, it was just a game. My sister wanted a girlfriend to play with and I was the only one around the house. I was 8 and Cin was probably 10. We had fun pretending and all day she dressed me in different skirts and dresses even though most were too big. At the end of the...
    kayleew2000 kayleew2000 18-21 33 Responses Mar 27, 2012

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    I just noticed on the facebook news segment

    that Will Smith's son Jaden has admitted that he likes to shop and wear womens clothes. Best thing is he doesn't even try to pass as a woman. This has restored may faith in that one day i can go out in whatever i want and not be judged. Hopefully people will take wind of this...
    shadowhero92 shadowhero92 22-25, M 2 Responses Apr 10

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    Lisahugebra Lisahugebra 26-30, T Feb 19

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    The Art of Crossdressing!

    It didn’t take me long to figure out how to mix and match outfits. Crossdressing is about getting the details just right! Having two older sisters always helped in choosing the right outfits. My sisters had cute dresses, cut off jean, and baby t shirts…not to mention...
    PinkISpunk PinkISpunk 18-21, T 6 Responses Jul 23, 2014

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    anyone in San Diego. Bi sailor

    who wants to get back into crossdressing again
    saint0928 saint0928 18-21, M 1 Response Jan 18

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    Crossdressing And Flashing At Lake Hartwell

    It was a sunny day. I had recently purchased a two piece bikini. I drove out to the lake and found a remote location to wear my new bikini and layout in the sun. I parked the car. There was another car in the parking lot but I did not let that stop me. I put on my bathing suite...
    rachaelbalenger rachaelbalenger 46-50, T 13 Responses Jul 31, 2011

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    My First Skirt

    I've been cross-dressing for as long as I can remember and will never forget when I purchased my first skirt. About 25 years ago I was living in the UK and got my own place, so decided it was time to get my own clothes (rather than sneakily trying on my mother or sisters stuff...
    michelletrans michelletrans 51-55, T 17 Responses Dec 2, 2012

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    I just love sheer nude color stockings with a

    really pretty dress and high heels. I save the black stockings for special times ; )
    Plugslave Plugslave 31-35 1 Response Apr 27

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    Ever since i was 10 years old i knew i was a

    little different...it all started from a simple curiosity about girl clothes. as i walked into my sisters closet, home alone, and tried on her silk pink panties i was hooked. it was feeling that I've never felt before but all i knew was that it felt right. sure it started slow...
    caligurlx421 caligurlx421 18-21, T 22 Responses Jul 11, 2014

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    Many times I go out shopping

    and trying on clothes in the stores and never had a problem with the the sales staff. Last night was no different. I have a friend that just started crossdressing. Other night when I dressed him up I talked about that I go to a few stores and try on clothes in the stores...
    cdjo cdjo 41-45, M 15 Responses Jan 21

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    Caught Crossdressing By Mom

    I started crossdressing when i was 6 yrs old. My Mom and Dad were divorced and my Mother worked all the time. By the age of twelve I uded to get dressed up after school and would do my makeup. I had long hair down to my sholders. I looked really good. I would dream about what it...
    jamiecd2726 jamiecd2726 31-35, T 12 Responses Aug 27, 2010

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    Shopping At A Crossdresser Boutique

    About two years ago I was surfing some CD sites and came across a link to a boutique which advertised "everything for the crossdresser." I immediately opened the URL and found just what I had been looking for. Not only did it have everything I was interested in, it was also a...
    becki2582 becki2582 41-45, T 19 Responses Oct 4, 2011

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    All these years I've been wondering what is the

    main motivation behind dressing up. Internally I feel it: it's a combination of being very excited along with the feeling of wanting to be girly. An endless infatuation with the perfect image I hold inside. The combination of everything that is feminine and obedient along with...
    CDJasmine CDJasmine 26-30 11 Responses Nov 20, 2014

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    I like dressing up in lingerie body suits

    and pretend that I'm a maid. i also like wearing feminene leotards and swimsuits.
    leotardi leotardi 22-25, M May 14

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    Crossdressing Is My Safe Haven!

    I am shy with some insecurities. I am also strong and reliable and have moral principals. I am also very caring and loving towards my wife and son. I am also very likable and easygoing. I also love sports. Baseball, skiing and womens figure skating are my favorite sports...
    emmicd emmicd 51-55, T 28 Responses Jul 12, 2008

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    I am starting to find my feminine side more

    appealing❤. I always wanted to be a girl, but unfortunately i was raised by a family that doesnt and will never understand us. I have been a closet crossdresser for as long as i can rember. I started with my sisters and mothers clothes until eventually i baught some (few...
    crossdresser1994 crossdresser1994 18-21, M 4 Responses Mar 18

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    shaun340 shaun340 18-21, M 1 Response Feb 5

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    Room Mate To Boyfriend

    I was living alone when a old high school friend told me he needed a place to live. I needed help with the rent and it was a big house so I said ok. But I had a secret to hide, I was a crossdresser. I had a lot of clothes and loved to dress. Kevin moved in and things went well...
    ammilnet ammilnet 36-40 12 Responses Dec 8, 2012

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    Sat in alcudia all i want 2 do is go home

    and put on my girly clothing
    24chris24 24chris24 22-25 May 11

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    Guilty

    I love cross dressing. I would rather wear womens clothing over mens.  I dont remember what age i was but sometime during my early teens is when i discovered panties, and i would always wear them whenever i had the chance. When i met my wife and we started living together i...
    AmberRosecd AmberRosecd 31-35, T 34 Responses Apr 18, 2013

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    I Am crossdresser, I have scare walking outside

    of home, I live in Orlando, somebody help me please
    KayraCasanova KayraCasanova 46-50, M 6 Responses Apr 1

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    I absolutly love to dress myself into girls

    clothes. Yesterday I was all dressed up and made pictures of myself. most of them are posted on my profile so take a look if you read this. tomorrow i'll post new pictures of me into a dress or skirt. I'm really exited to go crossdressing again. more people should try it!!
    ChanelleCD ChanelleCD 18-21, T 14 Responses Jan 11, 2014

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    Did you know that women's can br crossdressers

    too. I should know cause I am one. I love the mans underwear the best. I got mens shorts pants. Did have shirt. But still got the tie. My work clothes are man clothes..
    slivereyes slivereyes 36-40, F 6 Responses Mar 6

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    I have been dressing up

    as far as I can remember and this is my story of how, who and when. I was already used to the female body as I have three older sisters that I have seen their naked bodies many times but my first contact with "****" was my dad's **** play cards that I found by accident while I...
    CDJasmine CDJasmine 26-30 7 Responses Dec 30, 2013

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    dave1jonson dave1jonson 46-50, M 1 Response Mar 9

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    Young Crossdresser

    IForgive me for bad mistakes. My Femele name is ashley. and i started crossdressing since I was 16 years. First i dress my mother clothes, and do it for 1 years. Acctualy i haven't buy ant clothes for my self. ;) nobody supports me, i do it for my one. : ) I'am feeling great when...
    skillboy skillboy 18-21 10 Responses Apr 22, 2012

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    Why Are We Here On Ep?

    I've asked myself this very question a few times. What I find interesting is how my answer to this question has evolved over time. Initially, I didn't know what to expect. I simply knew I want to be able to express my feelings about crossdressing and some of my other...
    BizSuitStacy BizSuitStacy 46-50, T 15 Responses Oct 23, 2012

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    Hi, iam NicolaCD, i have been crossdressing

    since i way a teenager, i started by wearing my sisters panties but got more adventurous when she was out i would wear her nighties and lingerie, i would also wear her party dresses, now i am older i buy my own womens clothes, i am looking for lots of cd or trans friends to...
    NicolaCD NicolaCD 51-55, M 29 Responses Nov 9, 2014

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    This weekend from Thursday to Sunday night I

    wore my female clothing in front of loads of friends and they all accepted it wonderfully :-) I even applied nail varnish to my toenails which made me even more happy. I'm envious of girls now...
    GemsHeels GemsHeels 31-35, M 6 Responses Mar 22

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    My 4 year old daughter bursts in with a proud

    twirl "Daddy, do you like my pretty new dress that mummy bought me?" Somehow it feels like she is taunting me. Like 'ner ner, I've got a pretty new dress and you haven't' but she doesn't know, so it can't be. Oh I hate feeling like this, and I hate myself for feeling like this...
    Heellover Heellover 36-40, M 1 Response 1 day ago

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    Crossdressing In Public

    I sometimes dress in drag, and go out shopping for womens clothes. I dress as classy, and age appropriate as possible, and have gotten a few compliments from saleswomen, and other women, while out "enfemme", on making a nice looking "woman". I love getting...
    JillXD JillXD 56-60, M 8 Responses Apr 19, 2007

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    I am a very passable crossdresser.

    problem is. gay guys don't want me . and straight guys only want me as a woman. I'm a crossdresser nor a female.
    tylerlh tylerlh 18-21, M 5 Responses Feb 5

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    I go for walks dressed

    as a woman all the time. My favorite time was when I went to an ex girlfriend's place and admitted it to her and she let me dress up at her place and then we went for a walk.
    sandralingerie sandralingerie 46-50 6 Responses Feb 24

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    dressed in nice wite lacy lingerie

    and some new high heels. Look me up in messanger. Same ID as here
    dave1jonson dave1jonson 46-50, M 1 Response Mar 28

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    Well I finally came out to my group of friends

    about my crossdressing, they were reluctant at first but they supported me regardless. We made a plan to all hang out that weekend and they were expecting me to dress up. I got ready and showed up in a teal, floral print dress with a pair of black tights and flats. I also threw...
    Rockitt Rockitt 18-21, M 5 Responses Apr 28

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    Laying in bed this morning,

    just my panties and my pillow. Sometimes simple can be so arousing.
    srqgmann srqgmann 56-60, M 6 Responses Feb 26

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    GemsHeels GemsHeels 31-35, M 4 Responses Mar 27

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    This year at Halloween my wife

    and I were going to Biloxi Miss for the weekend. We got to our hotel on Friday about 2 pm we got checked in our room then went down to the casino and played till about 2am. We went back to our room and while I was in the shower my wife set out some matching nightys that she...
    pmgurl pmgurl 51-55 12 Responses Nov 12, 2014

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    I cross dress a lot and have been out in public

    a few times but I have to walk everywhere because I don't have a car and I have to do it when my family is away because no one in my family accepts it and only my boyfriend accepts it.
    Eriborn Eriborn 18-21, M Mar 3

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    Questions Answered

    "Go ahead. Put them on." Adrienne nodded toward the pair of silver satin panties she had placed on the bed. Her boyfriend, Sammy, looked confused by this request, and a little nervous as well. "W-why would I do that?" "It's OK, Sammy. I know. "My panty drawer has seemed a little...
    sammi11 sammi11 41-45, T 62 Responses Jun 25, 2011

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    They Don't Bite

    Yes, I am a crossdresser, but don't get to dress much. No, I wasn't wearing a dress or skirt this time (I only wish! ). This story is another with me in male mode but feeling feminine when the situation presented itself, and , for once, acting on that emotion. It all felt very...
    Kim1girl Kim1girl 56-60, T 16 Responses May 21, 2013

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