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I Am a Crossdresser

Personal Stories, Advice, and Support 5,240 People

    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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    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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    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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    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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    My Mistress has me wearing garters

    and stockings almost exclusively now, and I have been allowed to wear my little black dress more often now too. I love wearing my high heels as often as I can, and I just adore how my pretty feet look with Go-Go Girl red on my toes ; )
    Plugslave Plugslave 31-35 4 Responses Mar 4

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    Hey everyone knows i like dressing up in womens

    clothing and they think am a freak or something but now i dont know what to do now i still want to crossdress but will people lile what they think of my or just **** me off i love crosddressing when ti wear the clothes it makes me feel nice and sexy but i dont know what to do...
    Sexyboy1997 Sexyboy1997 22-25, M 5 Responses Jun 5

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    I am a crossdresser,

    and I would love to dress up as a woman whenever I want to. But as most crossdressers, I need to take care whenever I crossdress because of the neighboors, family, children, friends, the society in general, and of course my wife. When I first came out and confessed my...
    thereseNorway thereseNorway 41-45 5 Responses Feb 24

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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 was 9 or 10 when I started crossdressing.

    I woukd wear my moms clothes or some that i had taken from am aunts house. I got caught a few times and my family was so upset, they said they didn't raise a gay boy. I forced myself to change, got married, got divorced, I lived a life as a typical man, suppressing my true...
    asiancdcrystal asiancdcrystal 26-30, M 9 Responses Jul 16

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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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    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 12 Responses Mar 2

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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 2 days ago

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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 29 Responses Apr 18, 2013

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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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    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 20 Responses Dec 2, 2012

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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 27 Responses Jul 12, 2008

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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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    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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    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've always had something special

    for dresses , skirts and other fem clothes from very young age I was almost 6 years old when I tried my sister's skirt secretly and liked it, then I was 14 when I start to dig my sister's undies and clothes secretly and I start to wear it when I was alone, I was fully dressed...
    gerryian gerryian 26-30, M 1 Response May 20

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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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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 1 Response Jul 23

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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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    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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    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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    mrman77 mrman77 22-25, T 3 Responses May 14

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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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    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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    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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    mrman77 mrman77 22-25, T Mar 5

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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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    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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    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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    Victoriacrossdresser Victoriacrossdresser 26-30, M 8 Responses Apr 28

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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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    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

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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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    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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    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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    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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    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 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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    and have been for many years.

    I am married and have kept my crossdressing secret so only get to indulge about once a month but I spend a lot of my time thinking about it and on the internet reading or watching videos or in chat rooms (under my sissy persona).
    cdjanine cdjanine 41-45 6 Responses Mar 2

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