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I Love Being Dressed As A Woman

Personal Stories, Advice, and Support 2,619 People

    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 10 Responses Jun 21, 2012

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    How Could You Not Love It

    Today I met this wonderful latino lady. She was just stunning dressed in a beautiful black short sleeveless dress and sky high high heels. I had just come from my office to the High School where this weekend there is going to be a GLBT prom. I introduced myself to her and...
    MiriamK MiriamK 56-60, T 3 Responses Jun 14, 2012

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    !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...
    connie2much4me connie2much4me 56-60, T 4 Responses Feb 8, 2011

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    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

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    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 46-50, T 1 Response Mar 10

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    I'm Dressed As A Woman Now!

    I woke early to take out the trash, I found that the house was empty. So I got partially dressed as a woman. I put on my sports bra, forms and a wig that resembles my wife's current hair do. We are about the same hieght when she is in heels, (which is almost always)! Then I put...
    JoanneF JoanneF 36-40, F 4 Responses Aug 31, 2010

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    There Is No Better Way To Dress

    I love women's clothes. From panties and bras to dresses and skirts. Women's clothes are so comfortable and smoothe. Lately I have been going shopping wearing only women's clothes. Beautiful lingerie underneath with a feminine top and feminine slacks and shoes. All feminine.
    Adam59 Adam59 56-60, M 1 Response Dec 8, 2012

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    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

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    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

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    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 1 Response Jan 28, 2013

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    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 3 Responses Aug 13, 2010

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    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

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    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 5 Responses Dec 10, 2010

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    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 56-60, M 5 Responses Apr 12, 2013

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    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 1 Response Sep 19, 2012

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    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

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    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

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    My First Time Cross Dressing Part2

    HI FRIENDS THANK U FOR MY PREVIOUS STORY COMMENTS. HERE IS MY CONTINUATION FOR MY PART 1 ,,,. MY MOM BOUGHT TWO NIGHTIES FOR HER, BUT WORING NIGHTIES IS NEW FOR HER SO SHE WAS UNCOMFORTABLE WITH THAT NIGHTIES AND SO SHE KEEP IT IN THE WARDROBE WITHOUT USING IT ANYMORE. ONE DAY MY...
    KEERTHICDR KEERTHICDR 18-21 Aug 19, 2013

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    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

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    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

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    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 22 Responses Jul 31, 2011

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    CoryCD CoryCD 18-21, M Sep 23

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    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 5 Responses Jul 19, 2011

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    The Lingerie Party

    I arrived back a day early from a business trip. I didn’t recognise the car parked in the driveway. I opened the door and called out “Hello...”. Alice, my wife, came into the hallway. “Oh,... hello dear, I didn’t expect you back until tomorrow. I’d arranged a sort of...
    sissydidi sissydidi 41-45, M 2 Responses Apr 27, 2012

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    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 2 Responses Apr 23, 2013

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    On The Satin Side

    The why and hows of my dressing have been covered in other entries, but I do so love being dressed as a woman. Is it the escape from my masculine trappings and responsibilities, or merely a return to something that feels more natural and more of a home to me... who knows. All...
    MsMarcy MsMarcy 41-45 1 Response Sep 1, 2013

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    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 Jul 8, 2013

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    Nothing Like It

    There is nothing like the feel of soft satin or nylon next to your shaved ****. There is nothing like nylon, but I prefer silk, stockings against your shaved legs. There is nothing like looking at a hot **** in the mirror and that **** is you. In every sense of the word, I am a...
    Galahad727 Galahad727 56-60, M Dec 2, 2012

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    Out First Time As A Girl

    HI my E.P. friends.I like to be cross dresser from my childhood,now i m telling 1st time outing as cd----This incident happened before many years,that was winter in Bengal, i alone went to my cousins house due to some personal work. my cousins daughter (my didi) was my best...
    bristibheja bristibheja 26-30 1 Response Mar 13, 2013

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    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

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    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

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    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 9 Responses Mar 9, 2013

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    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

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    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 10 Responses Jan 27, 2012

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    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 16 Responses May 13, 2010

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    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

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    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 3 Responses Apr 13, 2013

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    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 1 Response Feb 20, 2013

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    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

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    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

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    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 5 Responses Jul 12, 2012

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    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 12 Responses Oct 24, 2010

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    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 2 Responses Jul 17, 2011

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    I Do It Everyday :o Scandalous.

    I've worn female clothing since a very young age, and I'm not ashamed of the fact!! lol
    Infinite9 Infinite9 70+, F 7 Responses Jul 22, 2011

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    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 11 Responses May 16, 2013

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    What's Not To Love About Being Dressed As A Woman

    i do this all the time in so many different ways it can be as small as wearing my wife's panties to work to fell feminine and sexy or wearing panties and a sexy nightie to bed or swapping female clothes with my wife we love to dress sexy and slutty to have hot sex. or like the...
    jarviscooper jarviscooper 36-40, M 2 Responses Jun 13, 2010

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    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 9 Responses Jun 24, 2010

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    Who Wears The Trousers?

    A fantasy written from the girl's point of view... My boyfriend and I had been together for a year or so and were very fond of each other. He was slightly built, a little shorter than I, intelligent and caring, but not very adventurous. It was always me that had to suggest ideas...
    sissydidi sissydidi 41-45, M 3 Responses Dec 28, 2011

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    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

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    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

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    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

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    Related Experiences

    I do the same thing, sometimes I fantasize about being a woman too. And occasionally, or as often as possible I cross dress becoming "Melinda", my second self. This is an activity...
    MCTV MCTV 61-65, M 3 Responses 3 days ago

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    I love licking a woman, especially when they straddle my face. I could literally do this for hours.
    chargup chargup 51-55, M 6 days ago

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