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I Love to Cross Dress

Personal Stories, Advice, and Support 1,259 People

    i love to wear girls cloalthes i love the

    feeling the bra up aginst my boobs the feeling i get from the bra
    azza3421 azza3421 18-21, M 1 Response Aug 11

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    Funny Reations

    I love making people fell awkard.I am a full time crossdresser and i love a little fun. 1.I went to victoria street and i asked for a bra fitting!I knew which size bra i was but i wanted to make the sales girl feel awkard. 2.I went to the local pool and said i "forgot" my...
    deleted deleted 26-30 Feb 13, 2013

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    First Video Chat

    Omg, just had my first video chat. He's a striaght guy and love the way I look. I did 2 different outfits...and dance on camera like a ********. I think I'm ready to go out dress.lol
    Jedimindtrick39 Jedimindtrick39 36-40 8 Responses Aug 17, 2013

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    The Highs & Lows Of A Country Town Crossdresser

    The fear of assault is something always in the back of my mind when I go out "dressed" to my local sporting club theme nights. I was asked if I would "frock up" for the footy club's annual ball several years ago & I was assured I would be okay. I wore a long gold ballgown & big...
    Cherridarling Cherridarling 51-55, M Oct 28, 2013

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    I am a feminine man and am attracted to women,

    but I love women's clothing, especially bras as I find them feminine... When I first brought & wore a Victoria's Secret bra, I loved it. I felt so relaxing, cute, sexy, and feminine. Since then, I began to love crossdressing and shop for women's clothing, make-up, etc. By now, I...
    deleted deleted 26-30 3 Responses Feb 9

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    Late Developing Cross Dresser

    After 40 odd years in the wilderness I discovered cross dressing some 2 years ago ( a female friend who emigrated left some clothes here, and I had to try them on). While I accept I'll never be (and on some days don't want to be) a passable women, I just love wearing womens...
    biguybyc biguybyc 51-55, M Nov 17, 2012

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    My New Hobby

    Yesterday I bought myself a realistic you-know-what, just under 7 inches long and 2 1/2 inches thick. And is it ever gorgeous! So I got dressed up in my baby dolls, G-string, black bra and high heel shoes and started practicing my sucking technique, and I must say I was ok for...
    FrauleinKarla FrauleinKarla 61-65, F 1 Response Aug 7, 2013

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    Pants And Skirt Outfits

    I have a number of matching pants and skirt outfits, and as long as I don't make the colors clash, cross dressing is not only fun, but saves a lot of money on having to buy new outfits. It's so easy to just take matching sets and see what skirt or pants goes with what blouse or...
    eleanorssong eleanorssong 56-60, F 5 Responses Nov 15, 2011

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    Girly Clothes In My "Other" Tool Case

    Several years ago, in keeping with my long standing tradition of taking my femme self on the sales road with me, I had the good fortune to work as a technical service representative for a motor coach company. My job was to replace computer controlled shock absorbers, and then...
    joseygurl23 joseygurl23 56-60 2 Responses Sep 17, 2013

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    Haloween: Moms Pissed

    Well I said it. Last year I was a girl for haloween. This year I'm doing the same thing and my mom is mad. On one hand, her job is stressful and a lot of days she comes home from work angry at everyone and very cranky. This could be one of those days. On the other...
    SilverDragon419 SilverDragon419 16-17, T 6 Responses Oct 30, 2009

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    It seems that the more I get dressed up

    as a girl, the more I feel like I am a real girl. Putting on my bra, panties, wig, and make up makes me feel like a woman. Then slipping in to a skirt and blouse or a pretty dress completes my feminization. I feel more like a woman every day. I think I could dress 24/7 if I...
    RandiHill RandiHill 51-55, M 4 Responses Aug 11

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    Every Single Day

    I love to crossdress because that is when I feel complete. So much of life is going around being what other people want you to be. At work they want us men to be dressed in pants, skirts, and clod hopper shoes. When truly inside you want wear a dress, panty hose, and high heels...
    Adam59 Adam59 56-60, M Dec 13, 2012

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    I Love It

    i like to expose my self to some people i known much........i have big boobs ....i grown it for me.... but as a straight men i cant expose it.... but when ever i have a chance i expose it....i like to here comments on my boobs.....to an example..... if my neighour aunty comes...
    elena4 elena4 18-21, T Aug 3, 2012

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    The Things I Love About Being A Woman

    Here are a few favourite things I love about being a woman. One is wearing my hair LONG. My hair just touches my bum and it feels so wonderful against my back! To look at myself in the mirror as I brush my lengthy mane is so arousing. It is so thick and silky and looong! I love...
    FrauleinKarla FrauleinKarla 61-65, F 1 Response Aug 16, 2013

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    It'S A Back To School Night, Can You Turn Up Dressed As A Schoolgirl?

    This was posed to me one evening by a critics daughter. Another theme night & I'm being asked to dress up. I hit the thrift shops & come up with an outfit that looks good , possibly something to do with 6" heels & large earrings, don't all schoogirls wear these, put on my makeup...
    Cherridarling Cherridarling 51-55, M 2 Responses Jun 17, 2013

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    fercrox fercrox 46-50, M Apr 6

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    I have been researching gloryholes

    and am thinking of doing one dressed tomorrow. Any thoughts or advice ?
    Jess967 Jess967 18-21, M 3 Responses Apr 8

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    The sporting club that I am a member of held a

    goods and services auction a couple of weeks ago with donations from various people around the club. Two enterprising young chaps put themselves up as a double date as their contribution for the auction, however those that organised it thought that they could have done better...
    Cherridarling Cherridarling 51-55, M 3 Responses a week ago

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    My Crossdressing

    my crossdressingstarted at about six years old i tried any women clothing i could findlater became easier as i have 2 sistersone three years younger the other 9 years younger so i could pick there clothes up put them on when they were not looking i also player games with them...
    raysst raysst 61-65, M 2 Responses Jan 14, 2012

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    Yes, Its True

    I love being me! That includes dressing as me. Society may call it one thing but in my heart-of-hearts I know. I am just being myself. A woman.  
    Josie06 Josie06 56-60, F 2 Responses Oct 24, 2011

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    I Love To Crossdress

    Since I was laid off from work I have had the opportunity to crossdress more often. It has been wonderful to dress more often.  I'll go out in a dress or skirt and blouse shopping or to run errands.It has been so much fun.  And I just love clothes shopping dressed as a woman...
    jml2000 jml2000 56-60, M 1 Response Nov 10, 2012

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    Preface: My wife and I are having problems,

    separately from my secret cross dressing. She has no idea I do this. Last week I stayed at a motel to give us space. Big blow out fight. I was really happy to do this because I knew I would have a chance to spend the night as Alexis. I checked into a decent but kinda shady...
    Alexissmith Alexissmith 36-40, M 9 Responses Mar 9

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    Yard Sale Work Jeans

    My now 4th ex wife was out yard saleing one day & picked up some used jeans for me as at the time I was building pole barns in North Eastern Arkansas & that job can be rough on clothes. When I got home & she presented them to me the first thing I did was check the size. They were...
    tinymuel tinymuel 46-50 5 Responses Dec 25, 2011

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    1st Crossdress Love Story Of 2013

    I am really shocked a I love to cross dress story has not been posted in 2013 I love to cross dress, it is simple to do, relaxing and can make you look so pretty. The best part about cross dressing is you can become whomever you desire to be, a sweet girl, or a not so...
    sweetpeaDeby sweetpeaDeby 18-21, M 3 Responses Apr 20, 2013

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    Almost all of the clothes I dress in

    and that you see in my pictures belong to my girlfriend and her sister. Her sister doesn't know though... Shhhh(;
    sammixdress sammixdress 18-21, M 3 Responses Jun 18

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    First Time In Pulbic

    I finally told a close friend of mine about me wanting to become a girl. She loved the idea and said we have to go shopping. I was so excited but so scared cause it would be the first time i went out in public in girls clothes. I didn't have any makeup at the time tho. : ( I only...
    girlyboy9 girlyboy9 18-21, M 4 Responses Oct 19, 2012

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    From Ugly Duckling Into A Beautiful Swan.

    I first started to crossdress when my local sporting club had a theme night. I cant remember what the theme was but I decided that this club needed a drag queen. This started a passion In me to create a character called Cherridarling . Since this night I have done many such...
    Cherridarling Cherridarling 51-55, M 1 Response Jun 6, 2013

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    Girl's Jeans Again - The Best Disguise!

    I usually buy women's jeans at Wal-Mart - "LEI" brand, "Rider," "Signature," "Miss Tina," "Faded Glory," and others.  If I can get them in a 6T that works best.  But I need the length for most circumstances, so I get 8T if that is the smallest tall size.  I have some 4 & 6...
    Falecia0 Falecia0 61-65 4 Responses Aug 18, 2012

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    Male to Female unable to stop cross dressing urge

    Hello Forum - I recently posted 10/23/2009 sharing how I began living totally as a women discarding every bit of men's clothing and affects I 'd owned on New Years Day 2005.  NOW I'm going to share my story of how and why I got myself into becoming...
    sandradorothy sandradorothy 56-60 2 Responses Oct 24, 2009

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    I'm a cross dresser and I'm afraid to wear my

    girl's clothes in front of people I know.
    njames597 njames597 18-21 6 Responses Jun 4

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    Cross Dress

    I always love panties and heels and dress and *** my *** with toys I always wanted to be a gurl
    richie82 richie82 22-25, M 1 Response Jul 21, 2013

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    Need help with what to wear

    and buy !!!! Message me x
    xdresses xdresses 18-21, M 4 Responses Jun 21

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    Fabulous.

    I'd love to have cross dressing friends. Honestly, they're fabulous! And would be so much fun as friends. I've always wanted to have a sleepover with a cross dresser and let him do my makeup and pick out my outfit. That'd be awesome c: I just wanted to share that :D
    JustCammy JustCammy 16-17, F 1 Response Oct 15, 2013

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    How I Became Fraulein Karla Liebrandt

    Hello, my name is Karla Liebrandt and here is how I transformed into this alter ego. I am actually a man who loves dressing up as a woman and wearing long hair. This all started innocently enough when I went out on Hallowe'en night of 2011 with my niece. She went as a wizard and...
    FrauleinKarla FrauleinKarla 61-65, F 5 Responses Aug 6, 2013

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    Wife Loves Me To Cross Dress,

    My wife loves for me to cross dress, Im the woman she is the man, she loves her strap on and I love it to
    charlett charlett 51-55, M 3 Responses Sep 5, 2013

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    This Is Time For Prayer !

    The Energy takes over I open the hidden shelve and take out the white bra and two yellow balls and wear it body starts vibrating with energy the yellow balls becomes my breasts I look into the big mirror and enjoy my own boobs now this is the time to go on bed with my eyes...
    shikhasiss shikhasiss 46-50, M Dec 21, 2012

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    Hi

    i love to cross dress..but i still love woman...
    musicman6968 musicman6968 41-45 7 Responses May 19, 2011

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    The Day I Was A Girl

    it was the month of march when there was holidays .... i went on alone for a tour to ooty.the main reason i went there was to be a women the whole time.i biught big busty K sized breast forms and all the indian and western kind of cloths. i got into a htel room,took a bath and...
    lathakumar lathakumar 22-25 1 Response May 29, 2013

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    Related Experiences

    Why I Wear Lingerie Q) When did you start wearing womens lingerie? A) Since a young age, about 8 or 9 years old. Q) Why do you wear womens lingerie? A) When I was coming of age...
    Joeymartin1977 Joeymartin1977 36-40, M Aug 9

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    For quite a few years now, I have been cross dressing with my wife. A regular session for us woudl be for us both to dress up in all kinds of lingerie etc, and then fool around...
    rasssam rasssam 41-45, M 1 Response Jul 27

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    Yuck! OK Women's clothes are for WOMEN. Men ALL look nasty wearing women's clothes. I am sick and fricking tired of seeing NASTY photos of such horrible behavior online. I am...
    LadyGypsy LadyGypsy 36-40, F 4 Responses Aug 7

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    So a couple of months ago I told my sister I wanna crossdress ( she thinks this is my first time curiosity) she said she'd help me dress when she came home for the summer... Well...
    Marissatgsissy Marissatgsissy 18-21, T 6 Responses Jul 27

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    This is my 1st post of any kind on ep. Yes i am a crossdresser! I love all things feminine. I have done this since i was a teen but currently have only a few items. Dam purges...
    dyaneleigh dyaneleigh 51-55, T 1 Response Jul 23

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    I wrote my story in "I Am A Closet Crossdresser", so I am not going to rewrite it here. Please read it there. I am just posting that I live in a very small town in western...
    closetedcd60 closetedcd60 56-60, M 4 Responses Jul 26

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    My crossdressing dream I would like for a female or 2 to dress me up in casual clothes and do my make up then we go hang out maybe sit in front of star bucks or hang out with more...
    CuddlesNSnuggles CuddlesNSnuggles 13-15, M 1 Response Jul 29

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    The last time..? Maybe? So it's been a while since my last post (December) and I was thinking about coming out. Well, things took a hold of itself in it's own way and so much has...
    elliecarr elliecarr 18-21, T 6 hrs ago

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    I'm in Hurst actually. I would like to meet others in North Texas that also dress.
    alxandra68 alxandra68 36-40 Aug 12

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    I like to dress up for my drive home. I'm to shy to go just anywhere but I do go through the drive through and get my dinner. The girls who work there just smile and chat like its...
    mamapapa221 mamapapa221 36-40, M 3 Responses 3 days ago

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    I have been aware that I had a female side from very early on. As a kid I had a raggedy ann and Andy dolls that I played with a lot and then I still played with trucks too. I love...
    AmandaM02 AmandaM02 36-40, T 5 Responses Aug 1

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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...
    zoey764 zoey764 18-21 2 Responses Jul 23

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    I have just come back from a long weekend away camping it was the first time I gave been away with my new boyfriend. We had a lovely time I can't wait to spend more like it we...
    thefox71 thefox71 41-45, M 1 Response Jul 27

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    I love dressing up and haven't had a lot of time to do it lately but when I do dress up I feel the need to go the whole way. Make up, wig, lingerie, clothes and heels, perfume and...