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I Love to Cross Dress

Personal Stories, Advice, and Support 1,350 People

    Need help with what to wear

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

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    Today i cross dressed in high heels

    and a dress it felt amazing and if anyone wants to hate go away and go do something productive.
    TheGamer101 TheGamer101 13-15, M 1 Response Nov 2

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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 4 Responses Aug 14

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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 the last year, and a couple of more visits should rid my face of any facial hair and the need to shave. The people who run the office are very...
    SweetRhonda SweetRhonda 51-55, T Sep 5

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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 2 Responses Oct 15, 2013

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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 3 Responses Oct 19, 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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    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 absolutely LOVE to Cross Dress

    and LOVE wearing nothing but dresses and skirts with blouses. Like every other cross dresser, I wish I could do it all the time. I find myself doing that a lot on my days off, and I am fortunate that my wife is accepting. She doesn't like to go out with me when I am en femme...
    SweetRhonda SweetRhonda 51-55, T 4 Responses Oct 27

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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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    any cute guys who are bi up to age 28 wanna

    talk about cross dressing? any who do it in their sisters or stepsisters lingerie?
    kinkyguy000 kinkyguy000 26-30, M 2 Responses Nov 28

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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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    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 3 Responses Aug 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 clothes , but not fully going out as a women. In that case I consider myself Androgynous , because I love the feeling & dressing like a guy & a...
    ThinkDiff ThinkDiff 18-21, M 6 Responses Sep 9

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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 chiffon blouse. My wife helped me a bit by touching up my makeup and fixing my wig. I'm loving it right now! At lunch time will go out to get...
    SweetRhonda SweetRhonda 51-55, T 1 Response Sep 1

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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
    KatrinaBoyer41 KatrinaBoyer41 36-40 8 Responses Aug 17, 2013

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    I am a Married CD/TV.

    I made my wife to be very aware of this before we were married. For a while she was having fun with it and even used *****'s and vibes on me at times. Then the strap on was introduced but not long after that she lost interest it it 19 years later and were still together with 3...
    tammysometimes tammysometimes 41-45, T 1 Response Oct 5

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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 10 Responses Mar 9

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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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    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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    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 56-60, M 3 Responses Sep 5, 2013

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    Wearing booty shorts

    and a bra... And got a banana ;) ..
    over13 over13 13-15, M Dec 15

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    I love to wear mens clothing

    and I'm a girl. I feel more comfortable this way, more true to myself. I love expensive men's clothing, shoes, and accessories. It's pretty easy to get hand me downs. I have a thirteen year old brother who is growing so fast! (Already taller, stouter, and heavier than I am.) He...
    Annaelaine Annaelaine 13-15, F 1 Response Dec 9

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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 5 Responses Jun 4

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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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    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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    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 4 Responses Feb 9

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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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    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 3 Responses Sep 17, 2013

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    I got a loose style blue skirt

    that extends past my knees the other day what length should I have it cut down to? 11 inches, or shorter than 11 inches or longer than 11 inches. I had an 11 inch skirt a while ago before someone stole it from experience I couldn't bend over with out showing off my big bubble...
    Donpi Donpi 18-21, T a week ago

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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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    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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    My wife informed me that she accepted an

    invitation to a Halloween party. I told her "Great!" I added that I'd like to go as a Southern Belle or in one of my square dance outfits. She didn't say "No." But she also didn't say "yes." I am hoping that lets me go to the party as a woman.
    SweetRhonda SweetRhonda 51-55, T 9 Responses Sep 25

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    You know what? I'm not gonna be embarrassed to

    admit this anymore. No, I don't do it in public. I've done it once and probably never will again, unless I'm with close friends making me feel comfortable. But at home, sometimes I like to dress as a guy. Mostly for relaxation, fun and/or experimentation.
    cutexmuffin524 cutexmuffin524 18-21, F 5 Responses Dec 8

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    fercrox fercrox 46-50, M Apr 6

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    Last night my wife made a comment to me

    that made me feel real good. She asked me when I was going to shave. I thought she was talking about my face, but she was talking about my legs. She told me she liked the feel of my legs when they are shaven clean of all the hair. Now that summer is over and the shorts are put...
    SweetRhonda SweetRhonda 51-55, T 4 Responses Oct 5

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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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    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 22-25, M 3 Responses Jun 18

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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 4 Responses Nov 15, 2011

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    I like to dress as a woman

    and feel feminine, I actually feel much more relaxed and 'me' when wearing a dress. I would love to chat with others who feel the same
    mizmaid mizmaid 36-40, M 2 Responses Dec 15

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    Related Experiences

    Are there any female who would like to crossdress rather teach me how to cross dress in Mumbai.. if that is too much can they please suggest me women clothes to buy or sell their...
    femdomlover5544 femdomlover5544 31-35, M 16 hrs ago

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    I am male cross dresser i like to wear female dress especially saree blouse,paticoat etc. i am married & have two child. my wife is also know about my cd.hobby she offen purchase...
    surekha57rpandya surekha57rpandya 56-60, M 1 Response Dec 4

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    I would love to be cross dressed by a female in leather and satin and go out :)
    leatherx leatherx 26-30, M 4 Responses 4 days ago

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    My feminine side has boldly taken control over what was a very masculine life. I MtF cross-dress daily, and am role reversing with my fiancée who has fallen in love with my new...
    SheilaSmirks SheilaSmirks 41-45, T 2 Responses 1 day ago

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    I need a female to help me cross dress...in something sexy like leather or satin any takers?
    leatherx leatherx 26-30, M Dec 14

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    I love Cross Training, better suited for those Warrior obsticle races, which I'm pretty much addicted to. Cross fit is really good though
    Flanker0709 Flanker0709 31-35, M Dec 6

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    I love Crossfit but haven't gone in 8 months because of my job. Now that things have changed I have more time but I'm scared to go back.
    ChloeAlone ChloeAlone 31-35, F Dec 5

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    Yes I love wearing dresses. They are so liberating. My feminine side can be herself. Not shoved into pants. Rather being the classy lady that she is.
    Adam59 Adam59 56-60, M 2 Responses Nov 26

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    Everyday. I don't leave home without at lease my bra and panties on. I have been out many fully dressed in women's clothing. I would wear ladies slacks, blouse, bra, panties...
    Adam59 Adam59 56-60, M 2 Responses Nov 25

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    Sooo.. How did it happen? well so far I have only come out of the closet with my wife. But that began about 4 years ago. It should be noted that i have dresses off and on in...
    MsMarcy MsMarcy 41-45 4 Responses Nov 30

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