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I Enjoy Dressing As a Woman

Personal Stories, Advice, and Support 3,476 People

    I enjoy dressing as a woman very much

    for the look and feel but mostly for the fulfillment of that part of my life that I need and desire greatly. I also love the others who enjoy seeing me and being with me
    alexiswcd alexiswcd 56-60, T 1 Response Nov 1, 2014

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    twistedfrek twistedfrek 36-40, T May 13

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    The Night Out - .... Happens

    Nice september evening in Sarajevo, little chilly with breeze. I was alone at home, bored till death so I decided to go dress-up, make-up and to go out little bit. Cause i'm shaved regulary I didnt need depilation now, so I just took shower and put some nice hydration lotion...
    MiaFoxy33 MiaFoxy33 31-35, F 3 Responses Sep 16, 2013

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    I love dressing and going out in public

    as a women. I do it when I travel on business. I let my guard down when travel. I do things that I normally wouldn't do in the city that I do. I love trying on clothes and shoes in the stores and never had a bad experience doing that.
    cdjo cdjo 41-45, M 4 Responses Jan 19, 2014

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    I want to try on a early 90s 80s ladies work

    out leotard. Do the exercise that girls do.
    hankypanty6664 hankypanty6664 31-35, M 2 Responses May 20

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    hankypanty6664 hankypanty6664 31-35, M 2 Responses May 20

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    The Woman Inside Me

    I've enjoyed dressing in female clothes since my teenage years when I used to put on my mother's clothes when I was alone in the house. I started going out for walks dressed as a girl and the habit has remained ever since. Now, I'm 60 but feel much younger and always enjoy...
    aprildaynes aprildaynes 61-65, M 16 Responses Mar 20, 2008

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    A Night To Remember

    My second time out fully fem to a CD club was quite memorable. I wore a black pencil skirt that rested just above the knee with a red satin blouse. Of course proper undergarments with a gaff to keep my girly presentation proper, c cup silicon forms, shoulder length wavy blond wig...
    Victoriafinally Victoriafinally 66-70, T 7 Responses Nov 30, 2013

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    Living A Secret

    It all started when  was about 10 I whent to live with my aunty as my dad had deid and my mothere whent into hospital.I had to shire the bed with a cousan 8 years older.One of his games was to take a pair of his mothers knickers and get me to weare them while in bed They where...
    pat85 pat85 56-60, M 15 Responses Jan 3, 2011

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    Find Me The Next Morning

    It was a late party. My boyfriend has gone out for the day. I'm standing at the sink gazing out at the pool. I've showered and made up my face. Hugging my body is a satin magenta sleepshirt. It's short enough that my pantyline peeks out from the hem. As I stand there, I think...
    Officestyle Officestyle 36-40, T 5 Responses Jun 15, 2013

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    Love Long Dresses

    I just wanted to say that I love long dresses with a zipper in the back and all that lovey lingerie under it. I feel very girly and lady like when I am all dolled up like that. I sometimes think about being at a party or a night club and would someone try to run there hands up...
    cindyslip cindyslip 46-50 16 Responses Aug 4, 2011

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    Bubba

    im a man who likes to get dressed up i feel sexy when i do short skirts and dresses would liker to find a girl that would like to play dress up with a girl but would like guy if he wants to
    steve1016 steve1016 31-35, M Aug 9, 2013

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    My Story

    My story starts like many other's you probably have heard i was 12 when i first found that special pair of panties in my aunts dresser it was love at first sight when i put them on i knew then this was going to be something that i would love for a very long time as i grew it...
    stacyhopes stacyhopes 31-35, M 6 Responses Dec 9, 2010

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    My Favorite Thing

    It is my highest desire when I slip on my panties, fasten my bra and slip a silky chemise on. I fix my makeup and hair. Then I put on a sexy garter belt, pull the straps under my panties. I attach my stockings. Next I wiggle into a slick dress and step into my heels. I'm ready
    Officestyle Officestyle 36-40, T 13 Responses Feb 20, 2013

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    Pretty Things

    I enjoy dressing as a woman everyday.  Women have more colorful clothes than men. Take pink for instance. a very feminine color,not many men wear pink.  Womans clothes have frills and lace.  They have sequins and beads.  The materials used in clothes are...
    Raeka Raeka 36-40, T 10 Responses Apr 29, 2010

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    Dressing In Womens Cloths

    Have for yesrs been dressing on womens cloths.1/ because I like to 2/ because of the feel good aspect 3/ because of the choice and colours. Lwear underwear on most days particularly in the cool or colder weather. Ladies rainwear has always been a passion. In the past satinett...
    Margerie Margerie 66-70, M Jul 11, 2013

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    Stirrup Pants

    I have always enjoyed dressing up and wearing all the cute skirts, dresses, gowns and short shorts. But I usually change my dressing habits with the season, and with winter shortly upon us, it is time to break out my winter clothing.One of my favorite things to wear is Stirrup...
    jamie50 jamie50 51-55 1 Response Nov 10, 2013

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    I Never Thought I'D Be Writing This BUT Here Goes....

    Hi, it’s Raquel. It has been a long time coming. I am a man who loves to dress like a woman. Wow..I've been waiting a long time for that. I love the way women’s clothes feel against my skin. I love how heels change your height and make you feel sexy. I love the taste of...
    raquelmoreless raquelmoreless 46-50 4 Responses Feb 17, 2013

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    Forced Maid

    I was forced by my girlfriend to become her french maid and ndertook all her domestic chores and those of her mother. I was forced in to a short black satin uniform, a tightly laced black satin coset, matching lacy bra, black frilly satin panties, black seamed stockings and 62...
    anitasue22 anitasue22 26-30 5 Responses Dec 18, 2010

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    It doesn't get any easier.

    I'm especially hooked on nylons, whether tights or stockings. I just love the feeling of them against my skin, which for me is way confusing!! Only started out as a tight & stocking lover but seem to take it further or want to every time!!
    susspender susspender 41-45, M 4 Responses Aug 23, 2014

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    Feeling Womanly

    yes, I'm a crossdresser/mtf transgender. I like to dress as a woman.  It can be just shorts and a top, oh and yes a bra and panties too. Makes me feel very feminine and sexy.  Calms me down make me feel in tune with who I am.  It can be very difficult to go back to male mode...
    Ellefem Ellefem 51-55, T 9 Responses Sep 5, 2012

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    Story Of That Night

    Me And My Life By: Me Written on July 17th, 2013 I was around 15 years old.One day I had gone to my friends house to complit my home work given by school.It was around 11pm.I told to my friend to get sleep.tomorrow we will do.Then we slept.In the mean time my friend had some bad...
    deleted deleted 26-30 Jul 18, 2013

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    AndiTV AndiTV 51-55 1 Response Nov 14, 2014

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    How Else Would I Dress?

    I am a woman that is trapped in a male body. I wear panties and bras every day and when not at work skirts, tops and in summer dresses.. For me its perfectly natural for me to do this. I can pass as the expression goes if I take care with my looks (wearing make up)and  I sleep...
    paula3198 paula3198 46-50, F 13 Responses Jul 23, 2011

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    JoCruze JoCruze 56-60, T 9 Responses Mar 12

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    JoCruze JoCruze 56-60, T 6 Responses Mar 12

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    Yepp Me Too

    the feelings i get when i dress up just makes me feel content and so fulfilled. idk but crossdressing to me is like a drug or an outlet...it relieves stress and makes me feel so happy, letting go of all my ambitions~! its sum wat of a rush for me especially because no one knows...
    caligurlx421 caligurlx421 18-21, T 11 Responses Jul 29, 2012

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    My Coming Out

    Just the thought of dressing up gets me excited. It's a very sensual feeling for me. I love everything about women, the way they look (every curve), feel and smell. Being dressed up bring that feeling closer. The best part is, my wife enjoys it when I dress up. The sex is...
    deleted deleted 26-30 10 Responses Oct 23, 2009

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    One of my favorite things to do

    when I am sitting at home alone is getting all dressed up from head to toe and then sitting down to play video games, or I will put on some spandex pants and a tight tank top to help hold in my water filled balloon boobs and start exercising. The added weight of the balloons...
    latexglover latexglover 26-30, M Aug 15, 2014

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    Pretty Dress

    i enjoy dressing as a woman so much that i can over come my fear of what people Will say or think about me if i shop for dresses alone. which i just did Saturday. i went to several stores and looked around at woman's clothes. it felt great and i was scared  to...
    honeypot612002 honeypot612002 51-55, T 12 Responses Oct 5, 2009

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    Today I bought two Satin Petticoat (Like Skirt,

    wore by indian female under Saree). One is Red and another one is Beige. After returning, quickly undressed myself, wore my previously bought Bra and Panty, then a palazzo. Then wore the red petticoat first, and as I don't have any satin dress to wear on top, I wore the other...
    sexynighty sexynighty 26-30, M 3 Responses Jul 23

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    Glad I'm not the only one

    that needs Spanx. Love this - Go Tina from all us crossdressers!
    AndiTV AndiTV 51-55 2 Responses May 8

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    I love how I feel in a pair of sexy panties of

    delicate lace that are cut so they enhance the roundness of my bum and ride up between my cheeks and spread across the top halfs leaving the bottom halfs perfectly exposed and defined. l love how the matching bra feels and would love to have silicone breasts forms again to fill...
    Gurlslave Gurlslave 56-60, M 3 Responses Jul 1

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    While She's Gone

    i am married and my wife doesn't know it... every time i can, when she goes to school on tuesdays and thursdays at 7pm, that's the moment i do it, i get into her closet, choose some nice high heels, a skirt and my secretly hidden stockings and i come out as the real me, i love to...
    deleted deleted 26-30 5 Responses Jul 16, 2013

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    The Begining

    I was in junior high school when I first notice the high school friends of my sister when they visited. I remember they had the tight skirts and sweaters and blouses that showed their blossoming busts and swinging hips.  My groin seemed to get hot and almost explode just...
    phyllisranger phyllisranger 66-70, T 1 Response Apr 18, 2013

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    Shopping Turns Dirty

    Wife took me shopping last night. We wound up at a little women clothing shop. My wife held up a pair of panties, "Bet you would look cute in these" a little too loud for me, The salesgirl and a young man both turned and looked. The man (Carl) spoke up and said "Lets see, try...
    deleted deleted 26-30 6 Responses Mar 20, 2013

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    Work From Home

    One day last week I worked from home dressed as a woman. It felt nice to get up and primp for work, I wore a matching bra and panty set, stockings, a cute black dress, and high heels. It was a happy and productive day.
    ashleigh83 ashleigh83 41-45 5 Responses Aug 13, 2011

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    why do so many crossdressers talk about it like

    it is a bad habit. I completely understand society says it isn't acceptable, but we are here together and talking to each other. This is one place where we should feel secure that we won't be unfairly judged. I for one have chosen not to look at my wants/needs/desires as...
    Freja14 Freja14 31-35, T 3 Responses Mar 12

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    I Love Guys That Dress Like Women

     i am a girl, so i really do enjoy dressing as a women, but seriously, cross dressing boys are so hot, I love guys in bright lipsticks and old school dresses, they drive me nuts. they way they try and walk in heels, and watching them try and put lipstick on  oh so...
    caits111 caits111 22-25, F 157 Responses Oct 11, 2009

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    Dressing in matching bra

    and panties, thigh highs and heels. Dress or a skirt and sexy tops is what I like. I also love shopping for my clothes and trying them on in the stores.
    cdjo cdjo 41-45, M 1 Response Jan 5, 2014

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    I started dressing in femme cloths in my

    childhood. This was for many years a hit and miss type of activity and I had times when I had massive guilt purges. As I have grown older, the purges have at least reduced (may even have stopped as haven't had one for years) and the wearing of my femme's has increased big time...
    Lesleygb Lesleygb 46-50 14 Responses Apr 24

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    Cable Guy

    I was just finishing my makeup and hair and glueing on my 38dd breastforms and had a knock o the door. I wrapped in a robe and went and looked out peephole and asked who it was,he replied Cable man. I opened door and asked the problem. He said an upgrade that would take an hour...
    amandasilvers69 amandasilvers69 41-45, T 12 Responses Jul 15, 2011

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    Sissy Hubby For Wifes Pleasure

    For the Pleasure of my Wife i have submitted to Her need to sissfy me, humilate me, and treat me like her submissive gurly boi even before we got married. i have worn only panties since before our marriage and i wear women's casual clothing around the house. She has shown me...
    boitoy4wife boitoy4wife 31-35, M 28 Responses Aug 25, 2013

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    I am a 42 yr old straight guy

    but i love dressing as a woman. It started at a young age & been dressing on & off ever since. The last 5 yrs my crossdressing has really been intensed. I'm not sure what or why it is but i have really been in touch with my feminine side. I love the feeling after shaving my legs...
    HighheelWendy HighheelWendy 41-45, M 6 Responses Jan 9, 2014

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    Luxuriating In A Sari

    There is a very lovely Indian lady that works in one on the West of England's bigger stores. I have always liked working with her, we seemed to 'gell' at once. She had no doubts, no worries, no concerns about me. Sometimes being treated as an equal, as a woman, doesn't happen...
    Sugarbush44 Sugarbush44 41-45 Jul 3, 2013

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    I Enjoy Dressing As A Women

    There are a number of reasons why I like wearing womens cloths. I feel you ha ve more freedom , you are more confortable, you have a greater selection of cloths and the colous have no end. It make you feel real good when a women says you look good in s dress or skirt an blouse...
    Margerie Margerie 66-70, M Jul 12, 2013

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