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I Enjoy Cross Dressing

Personal Stories, Advice, and Support 2,136 People

    Patty'S Period

    A Story by Lauren Like most crossdressers, Patty tried wearing a pad in her panties. She liked wearing the maxi-pad especially for she could feel it between her legs. One of the things that Patty thought about was what was it like to have a period and need to change the napkin...
    CrossdresserLauren CrossdresserLauren 46-50, T Apr 10, 2013

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    Girls Night

    last weekend we had a small party of 3 gurls. we know each other for few years but never had the chance to meet together. We planned to dress up paint out nails and have gurl talk for the entire evening. but the dynamic of the "date" was totally changed after less than an hour...
    TloverX TloverX 41-45, M 8 Responses Nov 8, 2012

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    I'm A Crossdresser

    I started crossdressing a little when I was young. Now (age 58) I dress more often and belong to a group in my area that gets together for social gatherings while dressed. I am almost always wearing some type of female apparel and I will go out wearing ladies jeans, top, lingerie...
    andreacdus andreacdus 56-60, M 8 Responses Jul 21, 2011

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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 1 Response Jul 5, 2013

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    ...Just Women'S Panties!

    ...I have a predilection about women's panties, and you can read about it in my stories! Many men think that women's panties are The Very Best Thing in The World, but it is my considered opinion that women's panties are right next to The Very Best Thing in The World!!!!
    MustaphaWank MustaphaWank 51-55 1 Response Feb 19, 2013

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    My Near Miss In The City

    Early in March I wanted to have a girls night out. My wife was out of town so it was a perfect time to do it. Seeing how my landlord can see who comes and goes from his window I had to devise a method of getting out. I got my things from where I have them hidden and went into...
    CrossdresserLauren CrossdresserLauren 46-50, T Feb 21, 2013

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    Oh My God, What Have I Done?

    From today on and for a week or so, I'll be home alone. I don't know what I was thinking, as soon as I was alone in the morning, I went to the basement and got some things from my hidden stash there. A black lycra skirted gymnastics leotard (it's also called a skating dress), a...
    lockedheels lockedheels 31-35, M 19 Responses Jul 11, 2012

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    I Delighted To See People In Strange

    When I was reading school course book, I hear a sound of bangle. It was mom who brought tea for me and placed near me. I saw her bangle that stroke in my mind it was yellow and shining. sound good. This sound reflected in many years and I m searching how it possible to generate...
    shaukia333 shaukia333 46-50, M 4 Responses May 13, 2013

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    Open To Suggestions

    so i am going to be dressing up my hubby later and would like to know what everyone would like to see him in. i already have some stuff in mind but i'm interested to see what you all want to see ;)
    toylover17 toylover17 26-30, F 10 Responses Apr 15, 2013

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    I Enjoy Crossdressing... But Can't Come Out Of The Closet.

    My wife totaly approves and supports all my decisions. My closet is full and I have all the makeup a girl could ever desire. So what's the problem? At first, it was exciting to parade in front of my wife all made up, in my favorite frilly dress. My wife would throw me...
    LittleMelissa LittleMelissa 61-65, M 11 Responses Mar 19, 2012

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    Panty Shopping!!!!!

    I am sooo excited...I am going shopping for panties today during my lunch break...and of course I will be wearing a new pair back to work. LOL I just love talking to the girls knowing that my panties are sexier than theirs!
    x1pantypussy x1pantypussy 46-50 2 Responses Mar 1, 2012

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    Bad Feelings

    I had a bad experience last night. Was dressed up and walking through local shopping centre, I had been to bathroom and just getting in car to leave when I was approached by centres security. They claimed to have had a complaint that I had approached/accosted a female shopper. I...
    Amy0155 Amy0155 56-60, M 16 Responses Nov 5, 2012

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    Hello,my name is jacob

    but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this. i am now seeking help from someone who lives near me. i live in Virginia and am looking for some one I can meet, i love EP...
    zoey764 zoey764 18-21, T 1 Response Jul 23

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    New Outfits

    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

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    Fulfilling Sexual Desires| Must Read |

    I love resembling like a girl and behaving such. With short dresses, cleavages I have impressed a lot of boys in the hostel and they have enjoyed my accompany. One among those went to heights and proposed me for sex in private. I too couldn't neglect and responded positively. We...
    singhasdfghjklrohit singhasdfghjklrohit 18-21, M Oct 11, 2012

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    It Is Small World

    The other day I was at a small town 4th of July party beer garden. I was hanging out with my friends who are not aware of my crossdressing pleasures. I was sitting at a picnic table drinking a beer when I saw this attractive young lady that kept looking over at our table. I had...
    cdjo cdjo 41-45, M 5 Responses Jul 6, 2013

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    love cross-dressing and I will slip into

    something sexy late at night and surf the net for something exciting. Have been a cd for a long time
    deleted deleted 26-30 1 Response Feb 4

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    A Plus For Panthhose

    I used to have a very active life style. Doing manual labor and in my off times bicycle racing. I was in decent shape. When I was not racing I had my nose in a book studying computers for the chance to make better money. Of course when my wife was not around I would be dressed to...
    CrossdresserLauren CrossdresserLauren 46-50, T Feb 20, 2013

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    Cross Dressing Turns Me Horny

    Hello guys and girls I am a boy aged 19 and the very thought of dressing like a girl with short skirts and bra turns me on. My penis starts growing every time i think of it whether I am travelling or am in a meeting. I have already cleaned off (shaved) my legs and hands(arms) and...
    singhasdfghjklrohit singhasdfghjklrohit 18-21, M 3 Responses Oct 10, 2012

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    Oh How I Missed It!

    My wife & I just returned from a weeklong trip that was a combination family reunion/fishing/camping get together. There was absolutely no way I could wear anything but my male drabs...no panties, nighties or even shorty robes & fuzzy slippers. After the 3rd night, I was about to...
    janusatv janusatv 61-65, T 5 Responses Oct 27, 2013

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    Need Help.

    I don't own a bra but I want one. For those of you who are bigger like me, I have question. How do you buy bras? Do you try to find the smallest cup size possible? Or do you try to find what size you would probably have if you were a woman?
    Nutz14 Nutz14 31-35, M 1 Response Aug 18, 2013

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    I Delighted To See People In Strange

    Jab mujhe kahin Payal ki jhankar sunae deti to mere kan udher hi ghum jate mujhe ye sound bhi bahut achchaha lagta hai aur meri eksha hoti ki me bhe payal pahnu. Jab me young ho gaya to Payal lene ki sochi but wo very costly thi and i have no money then I bought a readymade...
    shaukia333 shaukia333 46-50, M 1 Response May 25, 2013

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    But Its So Right

    i have enjoyed dressing like a girl since i was 2 still do ahh the feel of a dress or a skirt is like nothing else i truly enjoy it!!!!!!
    northerngirl2 northerngirl2 56-60, T Aug 29, 2013

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    Cross Dressing For Me

    When I cross dress I look and feel the way I want to look and feel. When I can not cross dress I look and feel the way society wants me to look and feel. I enjoy cross dressing. I cross dress for me, and I try not to worry about society.
    NitaCD NitaCD 61-65, T 3 Responses Oct 27, 2013

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    I Do So Enjoy It So Much

    I do enjoy crossdressing and do it everyday. I start each day with a shower. Then I slip on a pair of pastel colored nylon panties then pantyhose or tights. Then a bra and cami, followed by a half slip. Depending on my mood for the day I slip into a dress or skirt and top. Then...
    Adam59 Adam59 56-60, M Feb 28, 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 5, 2013

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    I Am A Crossdresser

    I am a crossdresser. There I said it! I am a man that enjoys wearing women’s clothing mainly lingerie. I do so for the pure enjoyment of it and not for any kind of sexual thrill. I love the way nylon tricot rubs against my skin, the way pantyhose hugs my legs and the sound the...
    CrossdresserLauren CrossdresserLauren 46-50, T 1 Response Feb 26, 2013

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    Hey, ive been doing this

    for a while, but never with someone else. I really want to, if anyone else in NYC does, please message me.
    mangera mangera 26-30, M Apr 9

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    This Is My Life

    as i write this i am wearing matching bra and panties,and a high low dress(black) i have always felt better dressed in misses clothes...a sweet feeling, everything so soft...i will never give this up,....and to those who have never tried it...you don;t know what you're miss(no...
    northerngirl2 northerngirl2 56-60, T 4 Responses Mar 3, 2013

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    It Started With Tights/Pantyhose

    I started cross-dressing by nicking a pair of tights/pantyhose from a school mates sister just to see what it was like to wear them & I found that I quite liked wearing them, that was when I was about 13/14 yrs of age but it was not till I was about 23/24 yrs of age that I had...
    xdpaul xdpaul 56-60, M Jan 27, 2013

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    My Genderless Life

    my wife accepted me being a cd about 15 years ago for about 2 years but then she said she had ahd enough so I had to stop but i can't.my compromise now is to be androgyne, that is without geder so i dont think of myself as male or female just christine. i mix male cloths in girly...
    christinemelody christinemelody 56-60, T 8 Responses Mar 20, 2012

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    Wild Night

    Wife and I got dressed up went to Sheraton bar, did not take long before a young came over as soon as they get close and see my cleavage they always ask if they are real, my said yes and I bought them then they always say can I see them, I will give them a little look, yes I had...
    charlett charlett 56-60, M 1 Response Oct 5, 2013

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    Dressed To The Nines 9999999999999999's

    I enjoy crossdressing because there are so many directons you can go once you decide to get dressed. you can look like a **** if you want. A tight top a short skirt, fishnets ,heels and 1/2 pound of makeup latter , and look at yourself , you'd make your mama proud,your ready to...
    connie2much4me connie2much4me 56-60, T 9 Responses Mar 4, 2011

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    The Most Fun I Ever Had Crossdressing

    So the best night I ever had being a sissy boy was a warm august night. I had gone to lovers lane and purchased a sexy silk pink chemise with matching robe, black pantyhose and satin gloves. I have been dressing up since I was 11 and knew I loved it the first time I tried it. I...
    cdsissyslut6699 cdsissyslut6699 22-25, M 7 Responses Dec 19, 2010

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    Caught By My Friends

    So the other day I had finished working in the country and was looking at a 3 hour drive home. As usual I pulled over in a quiet spot and shed my male work clothes. I slipped into a tight pair of white satin panties and tucked my genitals away. I then put on my matching padded...
    worldcitizen100 worldcitizen100 41-45, M 3 Responses Jul 8, 2013

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    Into The Study

    This is part 2 from the story Going to a party. I led my admirer to a dark and empty study so we could be alone. His hands grasped my waist and I guided them around to my front. Holding his hands I sat him on a sofa and stood before him. I smiled and smoothed my dress. Unplaced...
    Officestyle Officestyle 36-40, T 9 Responses Nov 25, 2012

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    So Much So

    I enjoy dressing so much that I no longer have any male clothing. I was givin a chance by my wife to live as a woman, so I agreed to it, then she gave me the terms.My wife knew I crossdressed well before we were engaged, she did know I enjoyed it.  We would go out dancing...
    RunAroundSusan RunAroundSusan 22-25 4 Responses Apr 15, 2013

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    I Told My Best Girl-friend That I Crossdress

    well last year I told my best girl-friend that I am a crossdresser and she supports me. she si going to help me buying girl clothes next week.
    nicolecrossdresser nicolecrossdresser 18-21, M 7 Responses Jan 1, 2013

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    Wearing Panties In Downtown Seattle.

    A few Years ago i was out wearing a pair of freshly stolen panties. i was coming out of champs adult center on first ave and a men asked me for ride. the whole he was looking at my pants. i said yes. we made it 2 blocks before i pulled over to take care of his throbing...
    lspica lspica 46-50, M 3 Responses Feb 19, 2013

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    My Other Love

    I’ve been married for quite a while and am in love with my wife. But there is someone else I fell in love with. I saw her and instantly fell in love. I caressed her body over her clothes tracing every seam of clothing. Slowly I removed her heels, then her skirt next was her...
    CrossdresserLauren CrossdresserLauren 46-50, T 1 Response Feb 19, 2013

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    Going To A Party. A Fantasy Story

    This is a fantasy of something I'd like to happen After some talk with a female friend of mine, I agree to go to a party with her as my fem self. I select a pretty print dress. It's a two piece bodice and skirt combo. It's dark blue with back buttons and elastic on the skirt...
    Officestyle Officestyle 36-40, T 6 Responses Nov 24, 2012

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    Happiness

    I enjoy cross dressing cause I love the way it makes me feel when i do it.It seems to make things go away and it relaxes me more than most things do for some reason more of a free feeling and it makes me happy it is almost like a hot bath or a really hot shower and things just...
    CeeWade CeeWade 36-40 1 Response May 3, 2013

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    Cross Dressing My Bf

    I have started cross dressing my bf regularly .. . i crossie him like a **** in lingerine n lacy petticoat .. it keeps him very obiedient to me ...
    ACHAMA ACHAMA 46-50, F 31 Responses May 22, 2012

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    It Makes Me Happy

    I have been crossdressing for as long as I can remember. I don't remember the first time but I remember doing it quite a bit when I was really young. I continued off and on dressing through the years but now that Im older I have the time and resources to dress when I want. It is...
    JackieRenee JackieRenee 51-55, T 14 Responses Aug 20, 2013

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    Late Bloomer

    I suppose I am a late bloomer when it comes to cross dressing. When I was married about 20 years ago I put on some of my wife's clothes as part of fore play. She was not amused so that was the end of that. At the time I also did not receive much of t thrill. Jump ahead 20...
    curiousby63 curiousby63 46-50 4 Responses Jul 25, 2012

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    Caught Crossdressing

    Omg, I got caught with my crossdressing photos on my Laptop once. I tried to turn off my laptop so my girl friend couldn't see them. It was to late, her cousin grab my laptop before I can close the photos out. He said, " Who is this black girl on the laptop?" "He's cheating on...
    Jedimindtrick39 Jedimindtrick39 36-40 11 Responses Jun 17, 2012

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    Clothes :)

    Just sitting on my bed in my new bikini panties and my new leggings, knowing my mom accepts me feels great :)
    DanielleSweetcheeks DanielleSweetcheeks 18-21, F Aug 14, 2013

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    Ten years ago I would have used the word weird,

    and many other similar words to descried cross dressers. However that has now changed, I use words like delectable, mouth-watering, erotic and mmmmmmm. My true desire is lingerie, especially my wife’s, with her full approval, but occasionally I can be found with a dress or...
    kinkycoupleuk kinkycoupleuk 46-50 Aug 6

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    Lifelong Crossdresser

    Although I am very masculine and muscular, physically,  I am a woman at heart.  I was born in 1958 as an intersexual, I have two complete set of genes, one male and one female.  Let me tell you, being born with functional plumbing  for both sexes can bea lot of fun...
    badcassandra58 badcassandra58 46-50 8 Responses May 15, 2010

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    I Enjoy Crossdressing

    I really love crossdressing. I usually crossdress every day when I am home.  Last Saturday I got up showered, shaved, put on powder and women's deordant and perfume before stepping into my  girdle.  After rolling on black stockings I put on my  panties and matching  bra...
    jml2000 jml2000 56-60, M Sep 5, 2012

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    My First Time In A Dress

    i have been wearing a dress and skirt dressing up like a girl on and of since  i was ten or eleven yours samantha 
    dannystaples dannystaples 41-45, M 3 Responses Aug 8, 2012

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    Related Experiences

    I'm so looking to find a good cross dressing chat room as I would love to exchange pictures with transexuals, transvestites, & other cross dressers, CAN ANYONE HELP ?
    mick69x mick69x 51-55, M 4 Responses Sep 26

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    I'm admitting now I have cross dressed in the past and purged in fear of getting caught my last purge was when I had lost my job and pretty much lost every thing in my life house...
    jkkarl jkkarl 51-55 2 Responses 4 days ago

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