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I Am a Crossdresser

Personal Stories, Advice, and Support 5,252 People

    I cross dress almost every night now

    and I've always wanted to be a girl. When I'm with my family I just want to go upstairs and put on some leggings or yoga pants a nice shirt and stuff a bra or something like that. I even cross dress when I smoke because it just turns me on that if I got caught smoking It'd be...
    HockeyPlayer536 HockeyPlayer536 18-21, M 7 Responses Jul 7

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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 30 Responses Apr 18, 2013

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    The Life And Times Of Isabella Regaldo Prt: 1

    For awhile I had thought of what it'd be like to be a girl. It's something that I've been thinking about almost since childhood. I vaguely remember at the age of four, attempting to wear my sisters clothing. I'm not sure if I was ever caught as I only have a fuzzy memory of this...
    IsabellaRegaldo IsabellaRegaldo 18-21, T 8 Responses Dec 6, 2012

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    I so enjoy wearing my corset,

    thong, and stockings, underneath my little black dress, and my ankle strap high heels. I would love to have my toe nails painted, but that will be later.
    Plugslave Plugslave 31-35 2 Responses a week ago

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    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 13 Responses Mar 2

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    I've loved dressing as a woman

    since my early teens. I love all sorts of feminine clothes, lingerie, nighties, pretty dresses and rainwear. When I'm dressed I'm very submissive and I love the feeling of turning on guys. Sadly I've never been truly convincing - I'd love to be able to go out and about dressed...
    rosemaryflowers rosemaryflowers 51-55, T 6 Responses Apr 20

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    Set back at the time

    when I was 10 years old. i have two brothers and two sisters, a mother and my father passed away when i was 6 years old. my eldest sister and brother were in boarding school while me, my sister and younger brother were not. me and my brother who was 8 at that time will finished...
    amaninadia amaninadia 18-21, F 3 Responses May 19

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    Some months ago, this post was deleted by the

    EP Police for being posted in a group deemed inappropriate. Thanks to my good friend, Kimmi, my little reflection on baseball last summer was saved. ----------------------- My Dad Taught Me to Throw a baseball …But My Stepmom Taught Me to Throw Like a Girl. Yesterday I was...
    kayleew2000 kayleew2000 18-21 12 Responses Jun 7

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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 13 Responses Aug 27, 2010

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    Yes, I am a crossdresser.

    That's not what this story is about, regretably. Or perhaps it is? I just posted this in I Want to Improve the Experience Project. But I also wanted to give fair warning to everyone of the latest good tidings from EP Admin. I just received another "wonderful" email from EP...
    Kim1girl Kim1girl 56-60, T 21 Responses Mar 20

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    Loved to dress up and show on cam in messanger .

    .... in fact I have my red lingerie on right now and am on cam. Look me up - dave1jonson is my YM ID
    dave1jonson dave1jonson 46-50, M 2 Responses 3 days ago

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    Surprise surprise. ..

    . I had a meeting to attend yesterday in Des Moines IA. It was just in the afternoon so I drove up and back the same day. I got dressed in my man clothes but put on panties and thigh highs. The plan was to wear a pair of heels to drive to and from the meeting. I left the...
    cdjo cdjo 41-45, M 3 Responses Apr 15

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    Hey, ive been doing this

    for a while, but never with someone else. I really want to, if anyone else in NYC does, please message me.
    mangera mangera 26-30, M Apr 9

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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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    I Got Caught My Little Cousin

    I forgot about this until reading some stories. I was around 10yrs old  and  fully dressed . I was wearing a frilly dress ,stockings with a garter belt . I had on make-up. I was wearing apair of mary-jane shoes,that were to small. It took awhile to get my feet in them, but i...
    cindyloulove cindyloulove 56-60, M 10 Responses Jan 2, 2011

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    I am also submissive

    and a slave to my Wife and Mistress. I am working at one of my company's satellite offices out of town but only a day trip away so I will be home tonight. I have had meetings this morning and just got out of one a bit ago. As directed I am wearing panties, pantyhose and my...
    CDtvhhbs CDtvhhbs 46-50, T 2 Responses Aug 19

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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 1 Response Jul 23

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    Caught By My Mom

    I remeber when the day I got caught by my mom.  I was about 15 yrs. old.  My mom was on her way to work and I said that I was sick so I could stay home.  She bought it and left for work.  FYI my mom always wore hose and skirts or suits to work, as her job...
    silkiehosewearer silkiehosewearer 31-35, M 37 Responses May 31, 2009

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    A Girls Night In

    This happened to me recently and is true. A little background my wife was in hospital for a few days and I was home alone. I laid out some clothes on the spare bedroom to wear later.The phone rang my neighbor said could she come over for a few drinks and catch up.She arrive and...
    bernadine52 bernadine52 56-60, M 20 Responses Jun 3, 2011

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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, M 13 Responses Jul 31, 2011

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    The Making of a Transvestite

    At age 9, I began wearing panties, slips, hose & heels when home alone. I would priss around the house , pose in front of the mirror & just feel so wonderfully different. This continued until about age 12 when my Mom called me down for borrowing her things & those of...
    dvdfg9 dvdfg9 41-45, T 10 Responses Mar 2, 2008

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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 22-25 8 Responses Dec 30, 2013

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    Today I have the whole house to myself with no

    one it! So I get to dress up like a girl completely! just uploaded more pics go check them out!
    mrman77 mrman77 22-25, T 3 Responses Apr 4

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    hey im a crossdresser

    who has been getting more into forced feminization and i wanted to talk to someone from the dominate side of things, lets talk about thing.
    SaphireTracy SaphireTracy 18-21, T 3 Responses Jul 30

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    Anyone around the Chicago land area would be

    able to dress me. I would like a girl that knows about makeup or a cross dresser that is passable that knows about makeup and cloths
    llcoolj1996 llcoolj1996 18-21, M May 20

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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 9 Responses Apr 19, 2007

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    i laid off crossdressing

    for a while, and it was just interesting to note that while i have work (job as a welder) than i am less inclined to cd, also i am less inclined to cd if girls don't like seeing it. just some interesting things to note.
    bigmacintosh22 bigmacintosh22 22-25, M 3 Responses 2 days ago

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    A Little Help From the Landlady

    It was the late seventies and I was 16.  I had to move towns to complete my university entrance years (11 and 12).  My parents found board with a divorcee, a lady in her 40's living alone in a large house in a well-to-do suburb.  She was very kind although a little...
    IsaacNewton IsaacNewton 41-45 68 Responses Feb 5, 2008

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    All alone at home. All dressed up

    and having a nice play. Look me up in Yahoo Messanger. Love to chat, voice and cam. ID is dave1jonson
    dave1jonson dave1jonson 46-50, M 1 Response 1 day ago

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    More Than I Bargained For

    My wife and I have been married for 10 years and are very much in love but we do have our own little fantasies as we have learned over the years. She is 5'8" tall, blonde hair blue eyes, in my mind, quite a sexy body, with great legs, a nice ***, and ample breasts. She really...
    Suhayma69 Suhayma69 22-25 9 Responses Mar 15, 2011

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    I Am Now Free To CD

    Recently my wife found my femme underwear that i had been wearing. It wasn't much as far as undergarments go, panties, and a bra. She asked who these belonged to? I looked at her and said " they're mine". She looked back at me fir a few seconds with a totally blank stare. "What...
    Beenthere69 Beenthere69 61-65, M 20 Responses May 6, 2013

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    have been an (on & off) cd

    since i was very young (8 or 9), starting with my moms lingerie, going over stealing classmates to buying myself, purging several times as most cd's i here, but then i met my wife and over the years she has accepted my dressing and i now wear atleast lingerie everyday, i am a...
    bodylower bodylower 31-35, M 4 Responses Mar 16

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    Currently in Messanger

    and getting dressed. Anyone want to cam and chat ? ID is dave1jonson
    dave1jonson dave1jonson 46-50, M 2 days ago

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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 15 Responses Apr 22, 2012

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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 17 Responses Jul 11

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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 30 Responses Mar 27, 2012

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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 20 Responses Oct 4, 2011

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    The New Girlfriend

    My wife and I have been married for several years and she, I believe, has suspect my cross dressing desires but has never come out and asked me. I do dress up in some of her clothes when she's not home and has commented on the fact that some of her bras and panties seem...
    Suhayma69 Suhayma69 22-25 28 Responses Mar 15, 2011

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    I love dressing like a girl in stockings

    and sexy lingerie and parading around exposing my sissy girly clitty! It's especially fun to show off on cam dressed! Hit me up for c2c fun gurls! sara_cd_4 on yahoo.
    saracd4 saracd4 51-55, T 1 Response Jun 7

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    I Think Earrings Were The Last Straw...

    There have been several milestones in my early life. You know, the normal events which might be seen as innocent and minor occurences in a young girls life ...but to a little boy, are likely to cause cosmic shifts in their perception of themselves and the world around them. What...
    kayleew2000 kayleew2000 18-21 24 Responses Oct 20, 2012

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    An Afternoon Quickie

    Several years ago i was chatting on AOL. I hooked up with a guy that dressed sometimes but was more of a CD admirer. We chatted for a while and he asked me if I would like to meet him in a few minutes. We were on the same side of town so it would be easy. He told me that he was a...
    rachaelbalenger rachaelbalenger 46-50, M 5 Responses Sep 1, 2011

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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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    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 8 Responses Jul 23

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    A couple musings on my philosophy on "passing.

    " I would love to see interesting discussions/debates develop in the comments section, so if you have anything to say, say it! My love for crossdressing stems not from the desire to be female, but from the desire to be feminine. I strive to express my femininity through a male...
    necxo necxo 18-21, M 1 Response Aug 1

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    Victoriacrossdresser Victoriacrossdresser 26-30, M 8 Responses Apr 28

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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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    Hey, this is just about my life

    as a crossdresser so far :) http://gyazo.com/76d532b3499d2f64bd33ba0e9836ced2 Enjoy! :) xxxxxx
    MATTC95 MATTC95 18-21, M 8 Responses Aug 25

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    Being Discovered By A Friend ...

    So about fifteen years ago, when I was living in Massachusetts, I had befriended a woman who discovered at our workplace that I was wearing pantyhose one day. She was so kind and discreet as she asked me to share a drink at the end of the day as she wanted to discuss something...
    dustywhitney dustywhitney 51-55, T 9 Responses Dec 18, 2012

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    I love prancing around in my skater dress,

    pumps and tights. Have a look at my new photo album.
    sensuousPH sensuousPH 41-45, M 9 Responses Apr 8

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    I am a crossdresser,

    and I want to look more androgynous. My wide shoulders make this goal impossible, so I'm wondering if it would be better to get something like hip implants? Does anyone here know about these sort of things and give me feedback about the idea?
    necxo necxo 18-21, M 9 Responses Aug 5

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    mrman77 mrman77 22-25, T 3 Responses May 14

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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 21 Responses Dec 2, 2012

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    Currently wearing my famous leopard thong

    that I love to wear and take pics in u can see them in my photos. Can't wait to go to sleep in it! Hope everyone has a good night!
    mrman77 mrman77 22-25, T Apr 27

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