Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.

I Love Being Dressed As A Woman

Personal Stories, Advice, and Support 2,601 People

    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...
    sammi11 sammi11 41-45, T 13 Responses Oct 24, 2010

    Your Response

    Cancel
    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...
    AnnaliseB AnnaliseB 31-35, T Dec 31, 2012

    Your Response

    Cancel
    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...
    AnnaliseB AnnaliseB 31-35, T 6 Responses Mar 9, 2013

    Your Response

    Cancel
    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...
    princess2love princess2love 18-21, M 1 Response Mar 22, 2013

    Your Response

    Cancel
    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...
    novpl novpl 46-50, T 2 Responses Mar 10

    Your Response

    Cancel
    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...
    bristibheja bristibheja 26-30 1 Response Mar 13, 2013

    Your Response

    Cancel
    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...
    Josie06 Josie06 56-60, F 9 Responses Jun 24, 2010

    Your Response

    Cancel
    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...
    RunAroundSusan RunAroundSusan 22-25 1 Response Jan 28, 2013

    Your Response

    Cancel
    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...
    Galahad727 Galahad727 51-55, M Dec 2, 2012

    Your Response

    Cancel
    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...
    char69 char69 56-60 1 Response Sep 19, 2012

    Your Response

    Cancel
    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...
    jarviscooper jarviscooper 36-40, M 2 Responses Jun 13, 2010

    Your Response

    Cancel
    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...
    DaphneCD DaphneCD 26-30, M 5 Responses Dec 10, 2010

    Your Response

    Cancel
    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...
    Jan 12, 2013

    Your Response

    Cancel
    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...
    MsMarcy MsMarcy 41-45 1 Response Sep 1, 2013

    Your Response

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

    Your Response

    Cancel
    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...
    IsIsPericles IsIsPericles 22-25, T 3 Responses Jul 11, 2010

    Your Response

    Cancel
    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...
    Alasandra Alasandra 51-55, T 10 Responses Jan 27, 2012

    Your Response

    Cancel
    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...
    BeckyDoug BeckyDoug 41-45, M 1 Response Feb 20, 2013

    Your Response

    Cancel
    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...
    aprilwalls aprilwalls 46-50, T 2 Responses May 19, 2012

    Your Response

    Cancel
    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...
    VivienR VivienR 26-30, T 16 Responses May 13, 2010

    Your Response

    Cancel
    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...
    cathycd1 cathycd1 36-40, M 2 Responses Jul 17, 2011

    Your Response

    Cancel
    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...
    lrabrdi lrabrdi 46-50, M Nov 15, 2012

    Your Response

    Cancel
    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...
    KEERTHICDR KEERTHICDR 18-21 Aug 19, 2013

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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...
    hotlegs521 hotlegs521 36-40, T 2 Responses May 17, 2013

    Your Response

    Cancel
    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...
    deleted deleted 26-30 Sep 7, 2012

    Your Response

    Cancel
    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...
    hansika16 hansika16 18-21 2 Responses Apr 23, 2013

    Your Response

    Cancel
    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

    Your Response

    Cancel
    I Love Being A Girl! - A couple of years ago I started writing down my recollections of how my love of all things feminine got started. Before I go any further, I’m not the least...
    Bobbie0240 Bobbie0240 66-70, T 1 Response Aug 29, 2012

    Your Response

    Cancel
    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...
    SusanMarina SusanMarina 26-30 5 Responses Jul 12, 2012

    Your Response

    Cancel
    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...
    JoanneF JoanneF 36-40, F 5 Responses Aug 31, 2010

    Your Response

    Cancel
    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...
    AnnaliseB AnnaliseB 31-35, T Mar 1, 2013

    Your Response

    Cancel
    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...
    hotlegs521 hotlegs521 36-40, T 6 Responses Jan 20, 2012

    Your Response

    Cancel
    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...
    lottsafun lottsafun 61-65, M 3 Responses Dec 17, 2012

    Your Response

    Cancel
    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...
    dianalynn63 dianalynn63 46-50, T 3 Responses Aug 13, 2010

    Your Response

    Cancel
    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...
    spikeheels69 spikeheels69 51-55, T 5 Responses Nov 16, 2012

    Your Response

    Cancel
    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...
    MiriamK MiriamK 56-60, T 3 Responses Jun 14, 2012

    Your Response

    Cancel
    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...
    sissifyme sissifyme 46-50, M 5 Responses Jul 19, 2011

    Your Response

    Cancel
    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...
    lace29 lace29 26-30, M 11 Responses May 16, 2013

    Your Response

    Cancel
    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...
    sissydidi sissydidi 41-45, M 3 Responses Dec 28, 2011

    Your Response

    Cancel
    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...
    Adam59 Adam59 56-60, M 1 Response Dec 8, 2012

    Your Response

    Cancel
    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...
    clarame clarame 56-60, M 2 Responses Apr 13, 2013

    Your Response

    Cancel
    Yes I Do - I can not ever truly describe how wonderful it makes me feel.
    Brandie1960 Brandie1960 41-45, M 6 Responses Apr 5, 2013

    Your Response

    Cancel
    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...
    sissydidi sissydidi 41-45, M 2 Responses Apr 27, 2012

    Your Response

    Cancel
    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...
    hansika16 hansika16 18-21 1 Response Apr 18, 2013

    Your Response

    Cancel
    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...
    jml2000 jml2000 56-60, M 5 Responses Apr 12, 2013

    Your Response

    Cancel
    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...
    deleted deleted 26-30 Jul 8, 2013

    Your Response

    Cancel
    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...
    vidya1974 vidya1974 31-35, F 9 Responses Jun 21, 2012

    Your Response

    Cancel
    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...
    sammi11 sammi11 41-45, T 22 Responses Jul 31, 2011

    Your Response

    Cancel
    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...
    hornydevil2710 hornydevil2710 36-40 Oct 12, 2012

    Your Response

    Cancel
    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...
    JimmyC20593 JimmyC20593 51-55, M May 7, 2013

    Your Response

    Cancel

    Related Experiences

    I'm a bisexual woman and have recently began my first relationship with a woman which is not just a one night stand. We spent time together and recently the night together...
    Elena36 Elena36 36-40, F 3 Responses Mar 24