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I Am a Crossdresser

Personal Stories, Advice, and Support 5,319 People

    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 2 days ago

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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 3 Responses Aug 25, 2014

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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 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 1 Response Mar 18

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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 occurrences 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...
    kayleew2000 kayleew2000 18-21 28 Responses Oct 20, 2012

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    I shared my experience yesterday of wearing

    make up for the first time after treating myself to some at Boots chemist yesterday evening. What I didn't know was how hard it is to get eyeliner off! I managed to get the lipstick and eye shadow off with soap and water but I had to go to my client meeting this morning with...
    GurlyPaula GurlyPaula 46-50 2 Responses Nov 19, 2014

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    I want so badly to be zipped up in a new faux

    leather skater dress I just saw on F21. So hot ! http://www.forever21.com/Product/Product.aspx?BR=f21&Category=dress_fit-and-flare&ProductID=2000100287&VariantID= I am going to get it, and wear these with it ! http://media.kohls.com.edgesuite.net/is/image/kohls...
    Plugslave Plugslave 31-35 4 Responses Dec 6, 2014

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    I went out for a run today in my tight lycra

    shorts. Felt very girly! Then got home, had a bubble bath (and a glass of wine!). Got out of bath and put some talc on. Then some barely black hold ups, G-string, garter belt and bra. Put some man clothes on top and had a walk to shop about a mile away for some more wine. My bra...
    GurlyPaula GurlyPaula 46-50 2 Responses Sep 27, 2014

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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 8 Responses Dec 3, 2006

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    nidhi9skirt nidhi9skirt 26-30, M 3 Responses Oct 18, 2014

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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 28 Responses Nov 9, 2014

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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 3 Responses Aug 19, 2014

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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 8 Responses Dec 30, 2013

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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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    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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    Hello, I am new to EP.

    I have been crossdressing for several years now despite my parents views on the subject. Unfortunately my parents forbid this kind of activity and they usually do random checks of my room and remove any girls clothes they find. But this is all about to stop, I just moved into my...
    LittlemsLexiCD LittlemsLexiCD 18-21, M 7 Responses Sep 7, 2014

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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 11 Responses Mar 2, 2008

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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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    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, T 1 Response Aug 1, 2014

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    I work as a Taxi driver.

    This morning I went out to work, under my male clothes I put on a pair of back lacy panties, stockings, suspender belt, a pantie- girdle, and bra. I picked up a job, the chap told me he had no money for the fare. He said he would suck me. I agreed, but said to wait until he...
    debbiestockings debbiestockings 61-65, M 2 Responses Oct 15, 2014

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    So...the Landlady's Sister

    I was asked to flesh (pun intended) out the relationship between my landlady's sister and I. She was a widower (husband killed in a mining explosion) and early forties.  That seemed old to me but she was attractive, vivacious and tall (about 6.0''). ...
    IsaacNewton IsaacNewton 41-45 9 Responses Mar 2, 2008

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    Repair Mans Visit

    Today :) Today, Mother left me in to wait for the repair man whilst she went to work. Typical! A whole day in on my own that I could use to be En Femme without any worries of anyone interrupting me, and she has to get a repair man in! Oh well, I think, knowing that likely he'll...
    Heyyoitsjo Heyyoitsjo 26-30, T 12 Responses Nov 29, 2011

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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 19 Responses Jun 3, 2011

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    Hi im 20 from libya !

    ! Anyone who want to talk !! Massage me !! :)
    Czcz763 Czcz763 18-21, M Dec 6, 2014

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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, T 8 Responses Aug 5, 2014

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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, T 4 Responses Sep 1, 2011

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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 12 Responses Apr 22, 2012

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    Just had a sudden urge to buy a leather skirt.

    With a long split at the side and not to short at just below the knees. Allready have a couple of leather mini's that look slutty, especially with boots (Mmmmm!)
    michellecd michellecd 22-25 1 Response Dec 2, 2014

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    I feel like I shouldn't be a guy anymore ,

    I like other guys... I like doing girl things... I I dunno.....
    Studdleywizbi Studdleywizbi 18-21, M 2 Responses Nov 26, 2014

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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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    Cross-dressing has taken me many places.

    And my new fantasy is to buy homecoming and prom dresses that I see in pictures and match the outfits exactly. I look back at all of my girlfriends past dresses that she has owned and found them on DH gate and order them. Experiencing this is so arousing and so sexy. But no...
    Zoe24 Zoe24 22-25, M Jan 5

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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 7 Responses Mar 6

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    dave1jonson dave1jonson 46-50, M 1 Response Mar 9

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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 13 Responses Jun 7, 2014

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    carsheelsandwomen carsheelsandwomen 36-40 2 Responses Mar 18

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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 am in my hotel lobby right

    now in my skirt and top. Black hose my bra filled to a full c. I just love having my girl clothes on.
    mat2Robin43 mat2Robin43 51-55, M 3 Responses Oct 18, 2014

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    I was abroad on business

    and lost some inhibitions! I went into C&A and bought 3 pairs of sexy panties. The lady that served me looked more nervous than me. I smiled at her and I can't believe how relaxed I was. I browsed round the women's clothes section a little longer and actually enjoyed the looks I...
    GurlyPaula GurlyPaula 46-50 4 Responses Oct 2, 2014

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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 15 Responses Mar 2, 2014

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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 10 Responses Nov 20, 2014

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    I had probably my most embarrassing moment the

    first time I shopped in Ann Summers a couple of years ago. It was in Meadowhall in Sheffield and it was really busy, but I had plucked up courage to go buy something. Anyway I picked a bodystocking and took it to the counter. The girl at the counter explained that the one I had...
    GurlyPaula GurlyPaula 46-50 2 Responses Oct 22, 2014

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    I wish crossdressers didn't have to be in the

    closet. I wish we could just dress how we felt without having it be attached to certain stigmas and stereotypes. I'm considering starting to dress more effeminately, but feel like I can only really do so after coming out as bi.
    WalterStuart22 WalterStuart22 18-21, M 5 Responses Feb 16

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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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    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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    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 9 Responses Nov 12, 2014

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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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    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...