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I Cross Dress Because

Personal Stories, Advice, and Support 1,125 People

    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 36-40, M 12 Responses Oct 8, 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 11 Responses Jun 6, 2012

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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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    I Cross Dress Because......

    ....I have to. I am writing this while wearing my all in one girdle, with nylons, my short black dress and my high heels. I get a overwhelming urge to wear a pair of pantyhose when I have not dressed for a couple weeks. I have tried to purge my womens clothes and that just cost...
    tinacd51 tinacd51 56-60, T 2 Responses Nov 22, 2011

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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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    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 56-60, M 6 Responses Nov 9, 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 6 Responses May 21, 2012

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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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    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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    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

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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'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

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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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    The First Time

    Many years ago (I'm now in my 50's) I saw mom's clothes laying out and decided I must try them on. What a wonderful feeling that came over me. With noises that frighten a young teen, I had to remove them quickly but wanted a look in the mirrow. Wow, what a change seeing a girl...
    jml2000 jml2000 56-60, M 2 Responses May 8, 2012

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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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    Thongs

    because thongs are the bees knees and the only thing better is g strings!!!!
    ptk1113 ptk1113 22-25, M Feb 17, 2013

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    It Just Comes Naturally To Me

    After all it's just clothing.We are born naked.Years ago it was common for male babies to wear dresses.I have a picture,somewhere, of me in one.Men slept in "night gowns".I just perfer womens clothing over mens.Even though i wear womens clothes all the time,i don't feel like a...
    cindyloulove cindyloulove 56-60, M 3 Responses Aug 5, 2011

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    I Should Have Been A Girl

    That's right I have always felt that I should have been a girl. When I was growing up I wanted to wear the pretty dresses like my sisters did. They were younger than me so I couldn't wear their clothes. I played with dolls with my sisters and wanted my own dolls. But being a boy...
    Adam59 Adam59 56-60, M 2 Responses Dec 12, 2012

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    Because??

    I crossdress because it make me feel good! It relaxes me! It makes me feel sexy! It make me more in tune with my innerself! I love the way the clothes feel on my body! It makes me feel naughty! It make me very sensual! And I crossdress because I want Too!
    allwrappedupinit allwrappedupinit 51-55, M 4 Responses Apr 29, 2011

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    Crossdress

    i just like wear all types of women's clothing because it feels so good and sexy to wear it
    tammy2 tammy2 56-60, M 2 Responses Mar 12, 2012

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    fercrox fercrox 46-50, M 1 Response Apr 6

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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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    I Want To Be

    the woman that I wasn't born as.each day I am doing more and more so go to work as a man but in womans cloths and lipstick.I want to push the boundaries and let others know that they are not alone out there
    christinemelody christinemelody 56-60, T 2 Responses Jun 2, 2012

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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 3 Responses Sep 14, 2012

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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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    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 Aug 4, 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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    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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    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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    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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    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 2 Responses Jul 23

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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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    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 7 Responses Nov 24, 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 5 Responses Mar 20, 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

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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 4 Responses Mar 8

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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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    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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    My Reasons

    I began crossdressing at age 9, well before puberty, as best I can remember out of curiosity. Women's clothing was much more colorful, there were so many types of fabric (soft & silky), and to the eye they made male clothing appear totally bland. Additionally and probably more...
    janusatv janusatv 61-65, T 3 Responses Jun 13, 2011

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    Related Experiences

    Yesterday, my niece called me to let me know she was going to the bar she first saw me dressed up as a woman. It is ladies' night on Wednesdays at this bar. She invited me, as...
    SweetRhonda SweetRhonda 51-55, T 1 Response Sep 11

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    Hi Everyone , I wanted to explain a little bit on how I've been feeling lately towards a few different things. First I've kinda come out as a Cross-Dresser , I love wearing women's...
    ThinkDiff ThinkDiff 18-21, M 4 Responses Sep 9

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    I have now lost nearly fifty pounds just this year and needed smaller clothing. I went back to the Layne Bryant store and fond the same sales lady, Ruth< and she so willingly...
    Varience Varience 70+, M Sep 1

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    I was cross dressed as an infant ??? During an extended stay with the sweetest human soul to that I have ever known (Gramma Minnie), I learned that my mother used to dress me as a...
    JessicaDale JessicaDale 51-55, T 2 Responses Sep 5

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    Being off today gave me another opportunity of going en femme for the day. One of my stops took me to a Laser Hair removal office. I had been concentrating on my facial hair for...
    SweetRhonda SweetRhonda 51-55, T 1 Response Sep 5

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    I absolutely love the fetishistic experience of cross-dressing....I would love it more if I could share it with another male...I never had the courage to admit this
    RoxieAllen RoxieAllen 56-60, M 2 Responses 2 days ago

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    I have been confused lately and I need someone there for me I know there are plenty of people online but that's not enough for me I need someone in person to speak with dress with...
    JulieCakes JulieCakes 13-15, M 1 Response Sep 3

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    I have been coming out of the closet; a little at a time at first, but now it's really become unstoppable and I can't imagine going back. A couple days ago, my boss, who teases me...
    MollyPetal MollyPetal 41-45, T 1 Response Aug 22

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    I had a great experience yesterday, I went out in a dress/bra /panties etc. I put on a drress with bra and panties, and went to the drive through. I did not put any make up on...
    mostlynatalie mostlynatalie 31-35, F 4 Responses Sep 9

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    I havent dressed in a while. I can hold in the urge of stepping into a pair of panties and pantyhose when i'm with my girlfriend and i get to do certain things with her:) but at...
    CDMichelle16 CDMichelle16 18-21 3 Responses Sep 3

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    I few days ago I was sleeping in my bed in my mom and sisters clothes then my mom comes in my room looks at me and starts yelling at me and told me to throw away the panties and...
    PantySharer707 PantySharer707 13-15 2 Responses Sep 6

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    Being off today because of Labor Day is giving me the opportunity to wear one of my favorite country and western outfits - a green prairie skirt with red and gold ribbons and a red...
    SweetRhonda SweetRhonda 51-55, T 2 Responses Sep 1

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    My mother and aunts put panties on me when I wet my pants.I was 6 years old and remember they all laughed.I liked the attention and wanted to wear them all the time.My mother didn...
    edz21054 edz21054 36-40, M Sep 11