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I Cross Dress Because

Personal Stories, Advice, and Support 1,160 People

    Why I Cross Dress.

    I really do not know for sure. It is not really any one thing. I did not cross dress as a child. I have worn bikini style underwear for over 30 years. I have never liked boxers or tighty whites. I prefer wearing speedos or swimming nude. I suntan nude and work nude in my backyard...
    Ankletman Ankletman 61-65, M 6 Responses Nov 9, 2013

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    It's Who I Am

    This is a very interesting question with many responses. I will list mine in no particular order.1. I love the look and feel of wearing feminine clothing.2. It lets me express the person I truly believe I am.3. It creates a relaxing state of mind and increases confidence and...
    BrigitteB BrigitteB 66-70, T Sep 6, 2012

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    I love to feel so Feminine

    and Girly. And all the buildup to getting dressed, shower, shave, powder, perfum, panties, bra, pantyhose, how the list goes on. Oh wow, I think I'm a woman.
    deleted deleted 26-30 3 Responses Apr 2

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    When Will It Happen???

    I love to dress and have been for MANY, MANY years. Everyone reading this knows why I crossdress because most all of us do it for mainly the same reason.....we LOVE it. We love the feeling of panties, stockings, bras, makeup, the slight wind when its blowing around you pleated...
    karen42 karen42 66-70, M 12 Responses Jul 26, 2011

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    Idk

    I don't know or care why I crossdress. Sometimes I wish I could just be normal guy. But whatever
    CozzyRosie86 CozzyRosie86 18-21, M 1 Response Sep 17, 2013

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    Provincetown Fantasia Fair

    For those who live in the Northeast and want to spend a week cross dressed, here is information about the 2013 Fantasia Fair in Provincetown, MA. On 10/20-27/13. Web site is www.fantasiafair.com Scholarship Applications Now Being Accepted Each year, several full and partial...
    jml2000 jml2000 56-60, M Jul 27, 2013

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    I love crossdressing

    because I love their clothes, their colors, their styles their assortment, their shoes , their make up, their perfume, and I love feeling pretty. In addition they have fabulous lingerie, panties, bras, stockings and nightgowns. What's not to love?
    jaquicrdr jaquicrdr 51-55, M 4 Responses Mar 13

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    To Be Fem

    I dress for a few reasons. The first is I love the way womens cloths fit. I think they are so much more comfortable than mens cloth. another reason is that all of my life I have worked in jobs where you had to be a strong man. I was in the military and a police officer. When I...
    deleted deleted 26-30 3 Responses Feb 23, 2013

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    I crossdress because I want to be a girl,

    I always have. I hope one day I can take hormones and become a girl properly, but for now i'm happy dressing up at home and being girly with my mum :3
    SophieCDxx SophieCDxx 18-21, T 5 Responses Dec 7, 2013

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    Out On The Town

    My wife and I went ont for a bit and a movie. I had on a gray bra and black panties. under my man stuff, butt it made me so HOTT. Yes it turn me on to wear a bra & panties. It started around 11 years old with my baby sitter under wear she found me in the bathroom wearing her...
    deleted deleted 26-30 4 Responses Sep 29, 2013

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    fercrox fercrox 46-50, M 1 Response Apr 6, 2014

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    It makes me feel sexy,

    exciting and powerful. I love shopping for items almost as much as wearing them. And experimenting with makeup is so much fun! I love transforming into someone completely different for a couple hours.
    jessicavamp jessicavamp 41-45, M Apr 14

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    To me it feels right,

    a more natural environment for me than that as a man. Since I was very young I always wanted to be female and that feeling still continues thru to today. I live my male life the whole time and no one is the wiser. I think. Girl friends, wife, kids, nothing regretted. Inside is...
    cdLisas cdLisas 56-60, T 6 Responses Apr 29

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    since owning 14+ cars make me find no

    attraction in driving around in getting no where in life, therefore I keep my straight-ness & perform cds-ing everyday & how beautiful I am around with other beautiful girls simply! visit outcast-all dot com
    cross2play cross2play 31-35 Apr 14

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    Here's a twist on that question .

    Well technically for me I am crossdressing when I am dressed as a man, as I am a trans-woman. And I can't (yet) live full time as a woman. So I crossdress (as a man) to get by and live my day to day life.
    DawnR59 DawnR59 51-55, T 2 Responses May 1

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    Well I Have Never Thought About It

    I have been doing it since I was a child. Why do I do it? I really do not know other than the fact that it is relaxing and it makes me feel more like the real me. Women have the best clothes. They are more comfortable to wear than men's clothes. At times they can even make you...
    arkiesocks arkiesocks 41-45, M 15 Responses Oct 8, 2013

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    I Want To Know Why

    I really do want know why ? For me it is so much different now from when I was younger I love to be able to wear dress and skirts all the time I think it's so creative way and very self expression way of dressing and comfortable to I'm happy the fact that I'm a man but i love the...
    notech64 notech64 41-45, M 8 Responses Mar 24, 2011

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    I like to crossdress

    because I like the feel of silky lingerie and stockings or pantyhose. I get real excited when dressed like this
    jrswkbrg jrswkbrg 61-65 1 Response Mar 30

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    I'm not sure why I crossdress.

    I've been trying to figure that one out. I do know that I absolutely love dressing as a woman and wouldn't have it any other way!
    njcddresser njcddresser 51-55, M 6 Responses Feb 1, 2014

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    ......I look great dressed

    as a woman. Fabulous legs, passable face. Oh, and no sign of an Adam's apple.
    AmandaCarrington AmandaCarrington 56-60, T 5 Responses Apr 29

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    Luck Of The Draw

    I found a pair of high heels my sister left in the hallway. i put them on and she said i looked better in them than her. so i went into her room and she gave me a dress bra thong everything to try on to see how i would look. 10 years down the road her vision came true
    JessicaLesbo JessicaLesbo 18-21, F 1 Response Apr 15, 2012

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    Crossdressing Makes My Life Complete

    When I first started to dress the thrill was almost indescriable. Each new step was better than the last . I now enjoy shopping as much as dressing. Being en femme is not easy, it is very time consuming but so much fun. I am in my natural element and feel so relaxed and...
    1cissie 1cissie 56-60, M 6 Responses Nov 24, 2012

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    Hi I thought to re-start my Video uploads on

    cdsing channel for anyone interested in learning the ropes to super advance tips & tricks of cross dressing! Its my 3rd year of cdsing & I have my both personal genders m or f dressed in enfemme clothes! Amen! However many people feel they need Reassigned surgery well its a...
    cross2play cross2play 31-35 4 Responses Apr 19

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    People Expect

    I crossdress because people expect to see me as a man. So as i go about my daily life, I'm crossdressed as a man. Because I definitely don't consider myself to be a man, therefore when I am wearing womenswear, I am not crossdressed. There is no 'buzz' or sense of arousal when...
    RoseViolet RoseViolet 46-50, F 11 Responses Apr 30, 2011

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    Women have more and has a bigger variety of

    selections. Women have more fabrics, materials, colors ,designs, and accessories. Guys have basically have cotton and polyester. Example. You get invited to a semi formal party. You will see 99% of the guys wear 1 of 3 items. A tuxedo , a single breasted suit or a...
    socalsissi socalsissi 36-40, T 3 Responses Mar 8, 2014

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    i want cross dress as a female like all the

    clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help me out any girl in dubai who would help me and support me
    shifakhan shifakhan 18-21, M Apr 11, 2014

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    Peace

    There is a peace that comes from being dressed. A place that says "I'm home".
    joanfoster joanfoster 46-50, M 2 Responses Jan 29, 2013

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    ...it Fulfills My Need To Be Feminine

    I have never been a very macho man although I very much enjoy watching football and rugby (making the appropriate noises) and am usually quite happy to be male. But when the urge to dress in my skirt and stockings etc comes upon me (it tends to come upon me in phases and has...
    deleted deleted 26-30 4 Responses May 21, 2012

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    I Wear Female Clothing 24/7

    All of my clothing is female though many of my shirts, jeans and shorts can pass as male to the casual observer. I of course wear panties 24/7 and usually a bra. My toe nails are polished a bright red and are often covered by panty hose, thigh highs or garter belt and stockings...
    sissyslavepaula sissyslavepaula 61-65, M 6 Responses Mar 20, 2012

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    Skirts And Slips.

    I cross dress because I love the feeling of nylon wrapped around my legs and a skirt swishing around them also and it's nice and comfortable as well when it's stinking *** hot outside..
    Daniellepatricia Daniellepatricia 51-55, M 11 Responses Mar 24, 2011

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    Firstly because that is what society calls it.

    Which is only because society believes is wrong or bad for boys the look feel or enjoy femininity or and thing that social constructs have decided are womanly or girlish. But why do I express my femininity. Because it is the inner image of my persona. The image I enjoy and...
    MrsJoanieBNH MrsJoanieBNH 56-60, T 22 Responses Apr 30

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    Meeting New Friends

    i met a friend about two months ago we met one of the first times i had gone out to a local gay bar for the first time i have crossdressed at home for many years but had just gotten brave enough to go out well to get to the point me andmy new friend found ourselves in his car to...
    elexes elexes 56-60, M Nov 28, 2012

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    because i feel i should be a woman.

    so it is how i should dress. i can not say mom or my sister help or would aprove but i have to be me.
    spaz1177 spaz1177 46-50, T 1 Response Dec 24, 2013

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    In The Beginning

    I was just trying to recall when I started to cross-dress and thought I would share some experiences here. Probably my first tendency were at a very early age, as I remember as young child of 6 or 7 sneaking pairs of panties from my Mother or sister and getting in trouble for...
    jacqueline1972 jacqueline1972 36-40, T 12 Responses Jun 6, 2012

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    Hello,my name is jacob

    but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this. i am now seeking help from someone who lives near me. i live in Virginia and am looking for some one I can meet, i love EP...
    zoey764 zoey764 18-21, T 4 Responses Jul 23, 2014

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    I Cross Dress Because

    Well, for me that's a question easy to answer. I like the feel and the comfort. Not aspecially for feeling feminine. I started it once and .............. never stopped it . The only times I'm in menswear is when I go outdoors ( work, regular things and so on ) though I do go out...
    laikagirl laikagirl 51-55, M 5 Responses Sep 14, 2012

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    Simply put, it makes me feel good.

    :) It makes me feel relaxed. ^^ But that's not all of it. It's nice too to see people legitimately understand how good it feels, like they're coming alongside me instead of being weirded out. ^^ That means a lot to me.
    jsdiapsfjidpa jsdiapsfjidpa 22-25, M 1 Response Apr 9, 2014

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    KatieTreat KatieTreat 51-55, T 3 Responses May 1

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    It Feels Right!

    I started cross dressing when I was 7 and have found that I enjoy it more and more as life goes by. I am not a particularly good looking woman, but then I'm an ugly bloke so no change. We can look for reasons, my family is female dominated, I was subjected to huge amounts of...
    deleted deleted 26-30 2 Responses Feb 16, 2012

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    Feel More Feminine Crossdressing

    Wearing female clothes makes me feel so much more relaxed. I have been attracted to lingerie since i was 13 years old which makes me think I should have been born female. It does not bother me when I am wearing female clothes and I feel so much more relaxed. I feel so much like a...
    sexyglenda sexyglenda 51-55 1 Response Aug 4, 2013

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    I love the way it feels to wear women's

    clothing. I was out shopping for a dress for spring and every thing I tried on felt so sensual ,
    luv2pumpthegas luv2pumpthegas 46-50, M 2 Responses Apr 16

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    The Need To Be Me..

    When I was younger I will admit that I got a sexual charge out of putting on my sisters clothes. But when I began to understand things a bit more clearly I realize I dressed because it is who I am.....the person I should have been born as...a woman. There are so many things I do...
    deleted deleted 26-30 8 Responses Apr 20, 2012

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    Related Experiences

    "Because I Can" is my normal response when I'm asked "Why do you do it?"
    AmandaCarrington AmandaCarrington 56-60, T 2 Responses Apr 29

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    I'm a closet cross dresser looking for other crossdressers to chat with. message me!
    chloegirl15 chloegirl15 16-17, T 9 hrs ago

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    Since I can remember I had a desire to cross dress, but the first time I actually did was when I was eight. We had neighbours with girls, and the whole family went away on...
    sweetpeaDeby sweetpeaDeby 18-21, M 4 Responses 5 days ago

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    I have met so many wonderful men here on EP who cross dress... keep being you and keep enjoying life!!!! :-)
    pixelita pixelita 41-45, F 24 Responses May 5

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