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I Love Being Dressed As A Woman

Personal Stories, Advice, and Support 2,599 People

    New Shoes

    I just got a fabulous new pair of 4" heals and they are killing my feet but I am not taking them off until they fit right. I am in black hose, a sexy body suit and a black and white short skirt, full make up and my wild pink bob. I feel so good tonight. Updated with the shoes!!!
    hotlegs521 hotlegs521
    36-40, T
    2 Responses May 17, 2013

    Who Wears The Trousers?

    A fantasy written from the girl's point of view...
    sissydidi sissydidi
    41-45, M
    3 Responses Dec 28, 2011

    A Letter To My (Girl) Friend

    An email response, I would one day love to write to my dear friend: Dear Sarah, Yes I'm fine thanks - sweet of you to ask. Just at home watching a bit of television this evening. You might be a little surprised at my appearance compared to last time we met though. You see, I have...
    AnnaliseB AnnaliseB
    31-35, T
    4 Responses Mar 9, 2013

    Makes Me Complete

    Just wish i could get rid of my male bits so l can be the woman i was born to be
    christinemelody christinemelody
    56-60, T
    1 Response Jan 21, 2013

    The Lingerie Party

    I arrived back a day early from a business trip.
    sissydidi sissydidi
    41-45, M
    1 Response Apr 27, 2012

    Suhag Rath

    a story frm transworld.com hi i m a male manish ...22yrs.i love crossdresssing very much . i often crossdress. my fem name z manisha.i work as software engineer.my brother is also a techie recently married.we stayed in a double bed room flat .it z thursday the next day z friday...
    hansika16 hansika16
    18-21
    1 Response Apr 23, 2013

    Taking Big Steps This Weekend. Pierced Ears And Female Glasses

    I'm starting to really get into this adventure now, tomorrow Im having an eye exam to make sure my script is correct, then because I have not bought glasses since 09 Im going to pick out a real nice girly pair and get a laugh as they try to figure it out. i will state my HIPPA...
    Alasandra Alasandra
    51-55, F
    9 Responses Jan 27, 2012

    Harriet Nelson, Loretta Young Or Mrs. Cleaver

    When I get dressed, especially in a nice half or three quarter sleeve, flowing full skirt, back zip dress and heels, my favorite thing to do is clean the house. I have memories of Harriet Nelson, Loretta Young or Mrs. Cleaver walking or working around the house in a dress with...
    deleted deleted
    26-30
    Sep 7, 2012

    Going Out

    It's true, I love getting dressed up and going out. Putting on a bra, panties and thigh high stockings feels so natural to me. The feeling of satin and lace sets the tone for a feminine night out on the town. After putting on my make up, I stand in front of my closet and think...
    dianalynn63 dianalynn63
    46-50, T
    2 Responses Aug 13, 2010
    HarleyM89 HarleyM89
    18-21, T
    3 Responses May 5, 2015

    !st Ttime Out And Dressed

    Hi Girls, like most ladies my age I have a few thousand crossdressing stories. Here's one I hope you like,it was the early80's I recently joined a group for CD's . The meetings were held in a hotel that had a small meeting room we would rent out. My 1st meeting I had never had...
    deleted deleted
    26-30
    4 Responses Feb 8, 2011

    I Am Going To Spend The Entire Weekend Dressed Up.

    I have been wanting to do this for a long time, but from friday after noon through friday I will be dressed head to toe in women's clothes, even make up, I am very excited.
    hotlegs521 hotlegs521
    36-40, T
    6 Responses Jan 20, 2012

    It Is Emotionally Rewarding

    I feel good. It boosts my confidence to another level. I feel pleasure and contentment when I am truely myself. It makes me feel sexy and real. My outside is now exactly as my inside. A woman!
    Josie06 Josie06
    56-60, F
    8 Responses Jun 24, 2010

    Yes I Do

    I can not ever truly describe how wonderful it makes me feel.
    0hBrandie 0hBrandie
    41-45, M
    7 Responses Apr 5, 2013

    More Than I Expected

    It was Tony's eighteenth birthday and his parents had decided to throw him a fancy dress party. For a laugh, myself and some of the the other guys at the running club decided that we would dress as tarts for the night. My name is Sammy by the way. I am 16 and have been running...
    sammi11 sammi11
    41-45, T
    11 Responses Oct 24, 2010

    My Wife's Friend

    Dear Radha, I got a complete makeover as a female..My wife left me at her friend Gowri house for a week in chennai. She was alone and i was asked to stay at her house for 15 days. One day while takeing bath she saw me nude, I could not hide and just covered myself with bare hands...
    vidya1974 vidya1974
    31-35, F
    8 Responses Jun 21, 2012

    Do Some Personal Introspection

    Yes i lost my peace,soul and got confused all because of unnatural western concepts.In this it is no use in blaming them because they are extroverts ...But Billions of Indians and Chinese mostly previously were introverts and were going inward by following Hinduism and Buddhism...
    Jan 12, 2013
    CoryCD CoryCD
    18-21, M
    Sep 23, 2014

    A Big Step

    I use to go out dressed to the local clubs with my wife, she started to notice how many men would come up and talk to me, asking me to dance, and even to go to a more secluded spot. I would dance, and chat but never go any further with them. Then she ask one day if I would...
    RunAroundSusan RunAroundSusan
    22-25
    2 Responses Jan 28, 2013

    Hi all!!this is for real!

    !i m a guy!! I love to crossdress in gurly outfits!!i love to click pics!!share with ya all!!want to know and talk to people who would support and help!!wanna be out and free!!
    Njain001 Njain001
    26-30, M
    Feb 6, 2015

    My Dream.

    My dream is, oneday I will wake up and be a complete biological woman. I will have a closet full of pretty dresses and the most beautiful shoes. Drawers full of sexy bras and painties and sexy wear. But I know I can only dream. I really hate having to dress as the real me in...
    lace29 lace29
    31-35, M
    9 Responses May 16, 2013

    A Weekend With A Girlfriend

    Me It is early afternoon, and I am on my way to meet you for a few days we were able to work in despite of our spouses. I had a 3 day workshop to attend in Dallas and you were able to meet me for 2 of those days when your hubby left town for his job out of state for a week. We...
    JimmyC20593 JimmyC20593
    51-55, M
    May 7, 2013

    Thus is the dress I put on this morning.

    My wife bought me this dress. It is the one girl thing she as gotten me and I had to kind of beg her to get it. That was about a year ago and today is the first time I have worn it out of the house.
    mat2Robin43 mat2Robin43
    51-55, M
    5 Responses Aug 21, 2015

    Coming Out To The Community!

    I live in Charleston SC and over the last 4 years have been a major part of the local, regional, and national electronic music scene, playing as 'Pericles' and with a group called 'Chronicles of the Landsquid'. I have always maintained a sort of androgynous appearance, but not in...
    IsIsPericles IsIsPericles
    22-25, T
    3 Responses Jul 11, 2010

    Dressed In Black

    Well I'm sitting here dressed all in black... well almost. Black satin panties, black padded, 36C Wonderbra, black 'suspender' tights, black mini ballet skirt with net lining, black 'body'... all deliciously feminine, set off with a gorgeous scented 'Impulse' body spray. But I...
    AnnaliseB AnnaliseB
    31-35, T
    Dec 31, 2012

    After The Beginning (in Between)

    As you know I started down the path of femininity with a lot of push from my sister while growing up. Once my sister graduated high school her frequent demands that I dress for her ground to a halt. Even when she came home for the holidays she seemed to have moved on. What I...
    spikeheels69 spikeheels69
    51-55, T
    5 Responses Nov 16, 2012

    First Time

    Last weekend when my step sister and i were the only ones home i walked into her room while she was watching tv and asked her how it felt to be a girl. She said its i get to do all kinds of things that make me look attractive to men, why? So i told her that it looked like fun...
    princess2love princess2love
    18-21, M
    1 Response Mar 22, 2013

    Crossdressing With A Nurse

    A few years ago now, I was hanging around in a chat room that had a bit of a BDSM slant to it. I was chatting to a lady on there who was a Nurse., and I was joking around about performing maid services for her. She joked back that if I cleaned up her closet for her, that she...
    sissifyme sissifyme
    46-50, M
    4 Responses Jul 19, 2011

    I have been cross dressing in Sarees

    for nearly 40 years. the feel is heavenly. I myself feel feminine and sexy. I take selfies and watch the pics again and again.
    deleted deleted
    26-30
    1 Response Jan 30

    Dressed By Ex

    my ex girlfriend suspected that i cross dress so she set a trap and i fell into it she caught me applying makeup ,I thought she would go mad at me but she didnt and insisted on dressing up, helping with makeup and styling my wig.The experience felt lovely and I love being dressed...
    hornydevil2710 hornydevil2710
    36-40
    Oct 12, 2012

    Flying While Crossdressed

    This will take a while to write about, but here goes. While I was back east I had read a few stories about "Flying while crossdressed", this caught my interest as I will be flying home later this week. I read about the fact that most airlines do not care and TSA only requires...
    clarame clarame
    56-60, M
    2 Responses Apr 13, 2013

    Where Would I Be Without My Dressing?

    I really can't imagine where I would be without my love of dressing in women's clothes or what I would fill my waking hours, and some sleeping ones too!, thinking about. When I walk along the street, sit in meetings, sit on trains or do anything that involves seeing people I am...
    SusanMarina SusanMarina
    26-30
    3 Responses Jul 12, 2012

    well to say I'm afraid of my own shadow

    when I'm en femme would be the biggest understatement ever. So I've done all the checking up about going out that I possibly can. I guess I'm not the only gurl who feels like this. So I read one idea that sounds gr8, it says to go out in stages, you know one step at a time, so...
    novpl novpl
    51-55, T
    1 Response Mar 10, 2014

    This past week I had to fly

    for business late in the afternoon so I decided to go dressed as a woman. Since it was after a few business meetings, I put my girl clothes in a carry on. Once at the airport I found a family restroom where I could get dressed. After applying my make up, I put on my white...
    RandiHill RandiHill
    51-55, M
    3 Responses Feb 4, 2015

    Everything......

    I love to dress and feel like I am a woman , I just got some new clothes yesterday and cant keep myself out of them. A new pink dress and some thigh high stockings with a new pair of 4 1/2 inch red open toe heels. So today I wasnt going to dress , but I just kept thinking of my...
    BeckyDoug BeckyDoug
    41-45, M
    Feb 20, 2013

    Ryan At The Gym

     When Ryan saw how cheap he could buy steroids online he didn't hesitate to buy some and start taking them right away. As an avid body-builder he was willing to try anything to give him the kind of body others would envy. He was always frustrated that because of his small size...
    sammi11 sammi11
    41-45, T
    19 Responses Jul 31, 2011

    Dressing As A Woman

    I love wearing womans clothes, I have been wearing womans clothes for a little over 30 years or more. I don't wear them all the time because the wife doesn't permit it. So when ever she goes out, or I sneak away, i get dressed up. It's a little harder now that i'm retired it's a...
    lottsafun lottsafun
    61-65, M
    3 Responses Dec 17, 2012

    From The Time I Was Five:-)

    i have loved dressing like a girl and now a woman.its my life i dress as a woman almost 100% of the time when im at home.in my heart and soul i am a woman:-)
    aprilwalls aprilwalls
    46-50, T
    5 Responses May 19, 2012

    Have To

    I have to dress as a women it justs feels so natural. To finally go out in public as who i was meant to be is only the icing on the cake. To find that cross dressing lover of mine now is just what i always wanted and now have!!
    lrabrdi lrabrdi
    46-50, M
    Nov 15, 2012

    My Story

    my parents went to tour.i did nt went bcz of xams.tat z friday,i hav xam on monday. at night i decided to dress up and house hold work.my cousin told he will cme for nit to my hme to sleep.but i dont like it. dan i called his mother i.e. my fathers brothers wife(here i named her...
    hansika16 hansika16
    18-21
    1 Response Apr 18, 2013

    In Love With Being A Women

    I have spent most of my life hiding who i was . but things have changed for me . I have been set free to live out my dream of being a total women . I recently moved to Colorado . I'm so happy I did ! I am still trying to find a safe place to live out my transition. Is there a...
    char69 char69
    56-60
    Sep 19, 2012

    Dressing Like A Woman

    Two days ago I wanted to take the car into the shop for the annual inspection. Since I'm a cross dresser I decided to dress as a woman and go have the inspection done. As its been unseasonably cold I decided to layer and wear an open bottom girdle with stockings, high waist...
    jml2000 jml2000
    61-65, M
    3 Responses Apr 12, 2013

    Absolutely

    When i dressed as a woman, i feel great myself. Everything get sense, get everything its own place in my soul... that is my real life. I can be agin myself, didn't need to play role. Its simple. I change my mans clothes to womans clothes, and voala. I be much happier. Sometime...
    VivienXX VivienXX
    26-30, T
    13 Responses May 13, 2010

    My Interest To Be A Crossdresser

    Hello dear.Fro where I should start I can't understand.When I was 14 my mother and sister always use to say if i would be a girl then i look beautiful.Tell me who doesn't want to become look beauty.They were use to tell me this things always.When I was 16 my sister in law (bhabi...
    deleted deleted
    26-30
    1 Response Jul 8, 2013

    Afternoon Out

    So I'd spent the day working from home, dressed in casual clothes, but with a lovely lilac, satin thong on underneath my jeans. I don't wear thongs too often, but I do love the feeling of them on the occasions when I do. Every time I move, stand, sit, walk, my thong is there...
    AnnaliseB AnnaliseB
    31-35, T
    Mar 1, 2013

    Women's Clothes Are So Wonderful

    I spend more time dressed as a woman than as a man. I love women's clothes and my wife likes having a sissy maid. I am mostly dressed in a bra, panties, cammi and stockings and a dress or skirt and top. I wear elevated heel womens sandles or stillettos. I am fully made up with a...
    cathycd1 cathycd1
    36-40, M
    3 Responses Jul 17, 2011

    What's The Fun In Dressing Up?

    Sometimes I sit and ponder that question myself; yet when I slide on soft thigh highs and see my pretty toes greeting me from behind them I feel I need no answer. The sheer material hugs my legs tight and firm, becoming one with my soft skin, smooth from this morning’s shave...
    DaphneCD DaphneCD
    26-30, M
    4 Responses Dec 10, 2010
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