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I Enjoy Dressing As a Woman

Personal Stories, Advice, and Support 3,337 People

    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


    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
    twistedfrek twistedfrek
    41-45, T
    May 13, 2015

    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
    5 Responses Dec 9, 2010
    deleted deleted
    2 Responses May 20, 2015

    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
    9 Responses Feb 20, 2013

    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
    Jul 18, 2013

    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
    4 Responses Jul 16, 2013

    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

    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
    61-65, M
    2 Responses Jul 1, 2015

    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
    13 Responses Aug 4, 2011

    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
    11 Responses Jul 15, 2011

    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
    36-40, T
    2 Responses Mar 12, 2015

    Luxury Of Silk

    I can remember the first time I put on a pair of Mums panties. I was alone in the house, Mum and Dad out, very quiet. I went into Mums bedroom, can still remember how I always loved the room, it always smelled with delicious Chantilly perfume, so feminine. I open the dressing...
    Sugarbush44 Sugarbush44
    2 Responses Jun 29, 2013
    JoCruze JoCruze
    56-60, T
    6 Responses Mar 12, 2015

    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

    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
    24 Responses Aug 25, 2013

    I've done for years now.

    was Occasional at first now more often
    deleted deleted
    Nov 15, 2015

    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
    153 Responses Oct 11, 2009

    Bridal Shower

    My wife is out for the day at a friend's bridal shower. Since she's at an event where all the ladies have dressed up in skirts or dresses and heels - I thought I would take the opportunity to do the same as if I was also attending. Today I have on a white floral print...
    scaff69 scaff69
    2 Responses Aug 12, 2012

    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
    36-40, F
    2 Responses Sep 16, 2013

    Last weekend while driving home 200 miles from

    work late at night, I decided that a little shopping would be a welcome break. Pulling off the motorway and finding a 24hr supermarket I went in search of a new skirt. I'd been eyeing up this particular pencil skirt, it has a gold coloured zip all the way up the front, for a...
    Pedro9132 Pedro9132
    31-35, M
    2 Responses Apr 4, 2016

    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
    46-50, M
    4 Responses Aug 23, 2014

    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
    4 Responses Dec 18, 2010

    Glad I'm not the only one

    that needs Spanx. Love this - Go Tina from all us crossdressers!
    AndiTV AndiTV
    2 Responses May 8, 2015

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

    out leotard. Do the exercise that girls do.
    deleted deleted
    2 Responses May 20, 2015

    Looking forward to an upcoming business trip.

    I'll be dressing in skirts and dresses at night in my hotel room.
    Nyssa59 Nyssa59
    56-60, T
    2 Responses Oct 1, 2015
    AndiTV AndiTV
    2 Responses Nov 14, 2014

    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
    11 Responses Jul 23, 2011
    JoCruze JoCruze
    56-60, T
    4 Responses Mar 12, 2015

    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

    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
    31-35, M
    4 Responses Jul 23, 2015

    If I Wasn'T Dressed As A Woman I Would Be Naked...

    To me, dressing as a woman isn't a fetish or a turn on.. Its a necessity. I feel better, look better and am more active when I put the time into myself to look good. Not to mention my breast bother the crap out of me unless they are encased in a bra to stop them from bouncing...
    christinexxy christinexxy
    61-65, T
    1 Response May 4, 2013

    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

    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
    2 Responses Jan 19, 2014

    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

    I love winter.... for I can wear anything under

    my male heavy cloths. Like today, I wore a panty, a satin nighty and a satin blouse under my hoodie and went to a meeting. Obviously I was feeling so excited as each time I move, I could feel the silky sensation under. While returning on a cab, it was dark at the back seat and...
    sexynighty sexynighty
    31-35, M
    2 Responses Dec 30, 2015

    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
    5 Responses Mar 20, 2013

    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
    8 Responses Oct 23, 2009

    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

    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
    6 Responses Nov 30, 2013

    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
    Apr 18, 2013

    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
    4 Responses Aug 13, 2011

    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
    15 Responses Apr 24, 2015

    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

    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


    For me, dressing up as a woman is a way for me to relax. I realize that might sound funny, because I am always worried about getting caught. Once I start the transformation, I start to feel like I am a real woman. I enjoy the feeling of the nylons covering my legs and the...
    davis36a davis36a
    6 Responses Jan 28, 2012

    Can't Wait

    I was out at the mall yesterday picking up a few things. I was not planning on buying any clothes. I went into a store to find a new pillow. I walked by the women's clothing section where I found a black and white color block sweater dress. I stopped to look at it and ended up...
    cdjo cdjo
    41-45, M
    1 Response Oct 14, 2013

    When I am dressed it feels

    that I should of been dressing this way all my life.
    CindyLinda CindyLinda
    56-60, M
    9 Responses Apr 17, 2015
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