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I Have Tried On Womens Clothing

Personal Stories, Advice, and Support 2,480 People

    Sorry, This Was Too Funny To Pass Up...

    Someone in my circle joined this group and I thought I should join too. So yeah. I love wearing women's clothes. Especially dresses and skirts, they make me feel so feminine! What do you mean, there is no point joining this group if I AM a woman???
    DancingFox DancingFox 31-35, F 11 Responses May 9, 2011

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    My Metamorphosis -- The first time I tried on

    women’s clothing in a public setting was in 2012 when I went to Kohl’s for some women’s mid rise jeans.  After selecting several pair I walked to the men’s jeans a put ne on top before going into a fitting room.   After getting my first women’s jeans I then wore...
    motseln2 motseln2 51-55, M 1 Response Dec 24, 2013

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    Everyday, Several Times A Day

    I do wear women's clothing. I wear them in my home, at work, at school, EVERYWHERE..... but then again, I am a female. (^_^)
    EffectsHer EffectsHer 26-30, F 3 Responses Jun 14, 2010

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    Dressing Up Box

    I have a suit case in the loft of my house. It comes out when my wife goes away for a few days. I love all the garments that I have stashed in there, each has something special. I have a green long flowy hippy skirt, a short brown leather skirt, white flared trousers...
    Heellover Heellover 36-40, M 10 Responses Feb 18, 2010

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    I Remember When I Did It

    It was waaay back when I was five and I tried on my mum's panties and got addicted right away. now, years later, I finally got enough courage to buy my own women's clothing, so far I only have is am all in one girdle, four panty briefs with lace at the legs, and a pair of...
    ChrisM7 ChrisM7 22-25, M 2 Responses Dec 12, 2011

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    Dresses, Women's Pants And Jeans, Shorts And Blouses

    I have been wearing both New and Used Women's clothing (which I buy online) for the past 3 years and I absolutely adore it.I love shopping in the Ladies department and have tried on their clothing in the Ladies fitting rooms. I get stares from the Sales staff but I don't...
    Eddielovepads Eddielovepads 36-40 3 Responses Oct 21, 2011

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    Pesanti. Longchamp Pliage

    Moltissimi siti di oroscopi, recensioni musicali, ricette, enigmistica, moda, fumetti o semplicemente di «notizie» sono alimentati in non piccola parte da redattori di testi che non sono né giornalisti professionisti, né pubblicisti, né praticanti (secondo le distinzioni...
    ralphlauren001 ralphlauren001 26-30, M Aug 5, 2013

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    Female Clothing

    I love to wear female clothing,all of it,under and out.I been wearing female clothing so long I can't remember the last time I even bought mens clothing.I love it,I'm also hooked on shoes...I guess it goes along with the territory...lol
    genie01 genie01 56-60, T Jul 21, 2012

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    Looking Like A Lady

    In my early years of crossdressing i went shoping for womans clothing at different stores and found some that i felt comfortable in , i went to a lingrie shop the sales person was very helpfull in picking things that was my size . After making my purchase the saleslady asked she...
    roamer648 roamer648 66-70, M 2 Responses Jul 30, 2012

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    Moms Clothes

    Being in a single parent household with no siblings and free time started me on the road to crossdressing.
    dasers13 dasers13 18-21, M Aug 2, 2012

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    Women's Clothing

    Women's clothing,Tried it on,Sure have,Like most people!
    mrraincoat mrraincoat 46-50 Oct 24, 2012

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    Influensed

    I before never liked he thought of guys on girl clothes or anything but slowly my friend and boyfriend who both have it as a small habit to tease me about and with it, suddenly I tried on a skirt for my boyfriend and sense I've putted it on at rare times when I want to feel bit...
    NoatoNoaki NoatoNoaki 18-21, M 7 Responses Jun 28, 2011

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    I Cross Dress

    I cross dress when i can infact i have quite the ward robe now, but i'm not the typical cross dresser i suppose that you see mainstream, I enjoy cute clothes, not just the sexy stuff, I enjoy overalls, bodysuits, leotards, normal pants, panties, girly shirts, anything cute. I'm...
    saphiredreamz saphiredreamz 26-30, T 3 Responses Apr 21, 2012

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    I Like Wearing Womans Cloths

    I wear womans panties 24/7, and a bra about 75 % of the time under my mail clothes.
    RADER RADER 61-65 3 Responses Jan 19, 2012

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    Ive Tried It

    From time to time few and far between ive tried on a dress panty hose and a diaper underneath. Of course there was noone home when I did this ive put on makeup before lipstick and eye liner I wasnt very good at it. I think I was just courious, idk maybe bored or what I would look...
    ALdiaperboy ALdiaperboy 26-30, M 1 Response Sep 24, 2011

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    Getting Addicted

    Many years ago my GF (now wife) convinced me to paint my nails, I already liked pink an a bit girly clothes. Over the years this has been natural and today I fully wear women dresses and skirts in off time. For work/office I normally wear business suit as a seniot manager but now...
    Cissieall Cissieall 41-45, T 3 Responses Sep 27, 2011

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    Love Womens Clothing & Be Proud

    Hi there this is just a little message to all potential crossdressers out there. just want to say that theres alot of people out there with these same experiences. I myself love womens clothing which is partly why I have trained myself as a drag artist. If this should tell all we...
    rupal69 rupal69 31-35, M 5 Responses Dec 26, 2010

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    Yep

    And I really like it, so i did it again and again and again...
    ib14fun ib14fun 41-45, T Oct 1, 2012

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    Hey That's My Picture.

    I don't remember posting it here, but that's me in the pink dress.  I wonder where it came from?
    SomeguyinUT SomeguyinUT 31-35 8 Responses Aug 29, 2011

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    They Are Great

    The first time I tried on women's clothes was when I was in middle school. I got home from school and promptly went up to my mom's room and decided to try on one of her blouses, a bra, her panties, a pair of pantyhose, a gorgeous skirt and a pair of her heels. From that moment...
    mc1645 mc1645 18-21, M 10 Responses Jul 4, 2011

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    Yes I Have

    i have not only tried them on but have worn them for extended periods of time love the feel of them and they calm me
    spaz2692 spaz2692 46-50 3 Responses Jan 5, 2012

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    By mistake I have worn some button front shirts

    that I just "assume" were mens as the buttons were on the right side, holes on the left side. That is after all they way a man's shirt buttons - right? Well, these had removable pads in the shoulders, folded collar and some had none, one or two pockets. They all had wonderfully...
    wxmann2 wxmann2 36-40, M 2 Responses Jan 20

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    In Fact....

    ... I never buy any clothes without trying them on first.  The way women's sizes are, I can't even be sure within a full size if a dress or blouse will really fit.... it's just totally crazy... I mean it... why can't they get some kind of Standards for Sizes....
    SaratogaGirl SaratogaGirl 26-30, F 13 Responses Feb 11, 2010

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    I Like Wearing Womens Clothing

    Ever since I confessed to my girlfriend that I like women's clothes, she has encouraged me to fulfill my fantasy. Last weeked we spent the weekend shopping and dressing up. She picked out clothes for me to wear from her closet and panty collection. It was so exciting that...
    deleted deleted 26-30 9 Responses Aug 3, 2010

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    Men Who Look Cool Dressed Up As Women, Part 2 - Kiefer Sutherland

    You'd never have thought you'd see Jack Bauer in a dress, right?But he is man enough to honour a lost bet, so... hats off, gentlemen, here is Kiefer Sutherland in a dress! 
    DancingFox DancingFox 31-35, F 2 Responses May 11, 2011

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    I Have Tried On Womens Clothing

    I've tried on womens clothing.  A bra girdle petticoat, dress   also tried on ladies swimwear and tights too.    All are comfy.
    aquarius3 aquarius3 61-65 1 Response Jan 23, 2012

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    I Have Tried On Women's Clothing

    Many years ago, growing up I was tasked with taking out the trash. No big deal but when It came to empty my parents trash I would collect my mothers discarded pantyhose. Once I even collected a pair of her panties and when I put the panties on I was arroused. After a while I...
    deleted deleted 26-30 7 Responses Sep 16, 2010

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    I Crossdress When I Can

    i like them toand outher things to
    daniel7697 daniel7697 66-70, M 1 Response Apr 21, 2012

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    The First Time

    The first time I tried on Womens Clothing was in 1992. I was 21 years old but I have always loved the way a dress or a skirt looked. Something about looking at the flowing skirt. I was home alone and I would be that for an day. So I went to my mother's closet and picked out a...
    Emilymaid71 Emilymaid71 41-45 3 Responses Feb 22, 2012

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    My Wife Made Me Do It

    Iv tried them on because my wife narrowed down my wardrobe options. black stockings, garter belt, bra, thong, wig, skirt, top and heels. i dont even understand how women even can stand without losing balence in them. She was so good at girling me up, you would have to take a long...
    Dragonlovr Dragonlovr 22-25, M 14 Responses Apr 2, 2012

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    Many Times But

    I have tried on women's clothes many times. My wife, sister, mom, mother in law, and sister in laws clothes.
    deleted deleted 26-30 2 Responses Sep 5, 2009

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    My mom was at work, so I tried on some of my

    moms clothing, tights, bras, skirts etc. And i really liked looking at myself in the mirror and seeing me in a short skirt and tights and bras. I tried all sorts of dresses and different colour combinations and I really got into it. That was my first experience. Im going to do...
    martinandrews martinandrews 18-21, M 4 Responses Jun 21

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    Dressing With Another Tv

    I was invited to meet another TV and crossdress about ten years ago. The trip was about 3 hours. Stephanie loved all in ones and corsets so I packed several to show her. I dressed in bra, girdle panties and stockings shorts and a loose top. It was warm and humid ......good...
    jml2000 jml2000 56-60, M 2 Responses May 19, 2012

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    I Still Do From Time To Time.

    I can't explain how it all started (well, I could try, but it would take awhile), but I it's true, I have. Mostly formal dresses. I like big, pretty, formal, ball gowns, prom dresses, bridesmaid's dresses and the like. I know, I'm weird, but it is what it is.
    HappilyMarriedDad HappilyMarriedDad 36-40, M 3 Responses Feb 7, 2012

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    I Have And Love It

    I started trying on female clothing at the age of 14. I would try on different things for 45 years. I liked to be dressed totally feminine. After the first time I was dressed as a woman at 14 and in public it was a thrill. Although that was the only time I was public in a dress...
    Adam59 Adam59 56-60, M 2 Responses Jun 9, 2012

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    I Have Tried Womens Clothing Many Times

    When I was about 12-13, I got curious about girls in leotards that I saw on TV and other one-piece sports clothing. I was not very social and spent long afternoons at home alone, so I started to experiment with my clothes and any old clothing garbage I could find at home. I found...
    tightsvirus tightsvirus 41-45, M 1 Response Sep 8, 2013

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    Not Only Tried On But Wear All The Time.

    Men's clothing styles have shifted far from what I prefer. So I tried on a pair of my girlfriends jeans.  A bit large but otherwise perfect.  We went shopping together and she found jeans for me.  A petite I am, so in lo-rise jeans I'm very happy.  (unless I get hard without...
    deleted deleted 26-30 Sep 18, 2013

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    I Don't Think Im Tv But

    I don't consider myself TV, I am happy being male and masculine. I have tried on womens clothing, and for a while i did have a secret dressing up box, but i just stick to high heels at the moment. Or maybe i'm in denial?
    Heellover Heellover 36-40, M 15 Responses Dec 5, 2008

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    All The Way

    i have been wearing panties to ********** for as long as i can remember raiding moms underwear drawer and nighties and then different girls panties stolen from laundry room in first apartment then my wifes but it wasnt untill my wife that I got fully dressed in her mini skirt and...
    deleted deleted 26-30 Apr 27, 2012

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    Yes I Have!

    I once found a skirt suit at Ross and when I took it to dressing room, the attendant asked if I wanted to go to the men's or women's side (I was dressed as a male). Stupid me said men's and I've regretted it ever since. Another time, at a Dress Barn, I asked to try on a dress...
    monica8484 monica8484 70+, M 4 Responses Aug 2, 2011

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    Should I Tell Him?

    I have some very good friends. One of my oldest male friends has been particularly understanding recently. I haven't told him about my tendancy to cross dress. I almost got there the other day. We were talking about the rocky horror picture show coming to a nearby town...
    Heellover Heellover 36-40, M 9 Responses Jun 25, 2010

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    All It Takes Is Once

    I had always admired feminine apparel, as well as viewing magazines on Female Impersonators, cross dressers / transvestites, etc.. I just kept all of this in my thoughts and never waivered on it..One day whilst out with my wife, we saw a group of very badly dressed g.g s and I...
    deleted deleted 26-30 2 Responses Nov 3, 2011

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    They Are Great

    The first time I tried on women's clothes was when I was in middle school. I got home from school and promptly went up to my mom's room and decided to try on one of her blouses, a bra, her panties, a pair of pantyhose, a gorgeous skirt and a pair of her heels. From that moment on...
    pantyhosegod pantyhosegod 18-21, M 4 Responses Feb 22, 2012

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    I Love To Wear A Women Dress

    one day in may neibar house lady dress took from the nite . and i wear it then went on the public road . i woke abut tow kilometers came to home return the dress i fell so happy .............
    saumyadammi saumyadammi 36-40, M 3 Responses Dec 15, 2012

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    Related Experiences

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    I use to be a worryless kid until I was 15.My life suddenly changed when a friend of mine returned after 7 long years.My family had moved form the place where he and I met.I was 8...
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    I tried to kill myself on the 10th of july I just go out the hospital today. I mix alcohol and sleeping pills so I can go to sleep forever. I almost died because my body was too...
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    Probably everyone has been through the experience of love at one point of their lives especially when you met your first boyfriend/girlfriend. Then you break up with your partner...
    silentkev silentkev 22-25, M Aug 12

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    It gave meaning to my life. My depression subsided because i knew the greater truth. I love being human, feeling emotions.. whether its sad or happy, it makes me feel good to be...
    hippieflip hippieflip 18-21, F 1 Response Jul 31

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    I just feel like I'm losing a part of me. I just want to give in rather than lose him
    kath12321 kath12321 13-15, F 1 Response Aug 5

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    It was horrible ,i was fighting with my mother Then she said "i don't want you here" that made me feel so bad ~ i went to my room held my razor ,and started to cut myself while...
    Minju96 Minju96 16-17, F 2 Responses a week ago

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    Reciently I came out of the closet after 30 years of hiding my love for wearing womens clothing. I had told my wife and she is taking it real good, what a trooper she is. This past...
    estacie estacie 51-55, M 13 Responses Jul 21

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