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I Crossdress

Personal Stories, Advice, and Support 1,556 People

    I Love Women's Clothes

    Hi EveryoneI just wanted to talk about my love of wearing women's clothes. I have been wearing them for as long as i can remember,but when I got to junior high I really started to experiment. I have always loved panties and pantyhose. I started to take some chances in eighth...
    pantylover02453 pantylover02453 41-45, M 1 Response Jan 10, 2012

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    How it all started:  I got interested in

    cross-dressing and scat many years ago when I was around twelve. I was delivering newspapers one early morning on the day that trash was out for pick-up. I noticed a bag that had turned over and some **** magazines had spilled out. I scooped up the whole bag and took it home...
    deleted deleted 26-30 3 Responses Dec 12, 2013

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    I''m sitting in the bedroom of my oldest son's

    house, wearing a black cami with a 'shelf' that accentuates my breasts, and a black thong panty that accentuates my other assets.I recently took off the black thigh-hi stockings I wore on the trip from my home in Western NY, to my son's house in Northern Virginia. At the...
    PennySterling PennySterling 51-55, M 3 Responses 13 hrs ago

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    Mr.Prom Queen

    Tomorrow at my school my friends are dressing me up in a dress, leggings, heels and a thong! I will have to walk around openly for my school all day! I'm going to be in heaven!
    deleted deleted 26-30 2 Responses Mar 21, 2013

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    I would say i have been a crossdresser

    since i was about 10 when i tried my sisters clothes on for the first time and i enjoyed it so much that i started sneaking her clothes and wearing them around till one day my parents walked in on me wearing them. So they sat me down and i was scared at first but once i told...
    Cdamy1234 Cdamy1234 26-30 11 Responses Apr 23

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    This morning I decided to wear a bra

    and my falsies under my shirt when I went out for coffee. I also put on a rather dainty necklace as well as my favorite charm bracelet. It is cold here in Connecticut so I wore a light jacket which helped hide my bust though I did not wear the jacket while in my car. I...
    SevenFox SevenFox 36-40, T 5 Responses Dec 28, 2013

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    Just Started and Loving It

    I was over at my best friend's house helping her pack for her trip to queensland. She was going to some distant relative's funeral. We have been best friends since primary school. Her mum was at work, it was just the two of us. She had all her clothes laid out on her bed. She...
    Maddycd Maddycd 16-17 9 Responses Aug 12, 2008

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    CD 4 BBC

    Hi! I dress sometimes in my own home. Turns me on. I have a girlfriend and she doesn't know my fetish. I hear story's of black men and how endowed they are and white girls think there amazing in bed. Well, I'd like to find out for myself. Just need to find a BBC man to handle me...
    FemBoie FemBoie 31-35, M May 21, 2013

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    Thank You Sisters

    at the age of 5 my sisters that are twins put stockings on me, and have never looked back, now 59 came out to my wife last year, she is ok with it so now get to wear every day, most of the time just seamed stockings and high heels, and a slip or skirt, sometimes go all out and...
    junita1954 junita1954 56-60 Aug 11, 2013

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    Goodmorning everyone today im wearing a sexy

    blous, a short office style skirt my stockings and 6 inch stillettos for my boss i hope he likes it and ill give evyone the results of how fun it was when i get home:):) xoxo amy
    Cdamy1234 Cdamy1234 26-30 25 Responses Apr 24

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    This weekend another one of my greatest house

    sitting jobs is finally upon me. All weekend alone in a very sexy women's house. Free to dress in all her cloths, makeup, and shoes I can't wait. I plan on puting on her lingerie and sleeping in her bed one night. That will be one fantasy come true. I'm going to be her for a few...
    Zoe24 Zoe24 22-25, M 4 Responses Jul 9

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    Finally!!

    I have been crossdressing in the closet my. Whole life. (Well as much as I can remember). Always in secret and alone. I'm 35 now and have finally found someone. To share my passion with. What a freeing experience! She loves how I look and I love how it feels to dress with someone...
    lovestocrossdress lovestocrossdress 36-40 3 Responses Mar 22, 2013

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    For everyone who enjoyed my other stories of

    crossdressing I'm going to have a new story soon. I'm house sitting for 9 days for a super hot 23 year old chick and her husband. I can't wait to explore her cloths and lingerie. It's gonna be so hot and I can't wait to tell you guys here at EP about it :)
    Zoe24 Zoe24 22-25, M 1 Response Apr 7

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    how and why

    it all started when i was about 15. i had a beautiful girlfriend who was very feminine and always wore flowing skirts and heels. i loved it when her skirts laid over me when we sat together or cuddled. i finally plucked up enough courage to ask her if i could try one on and after...
    capeme capeme 46-50, M 9 Responses Nov 11, 2009

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    Self Served

    I was dressed and feeling horny. I tired to ignore it and started to do some cleaning around the house. First, I did some dusting, then vacuuming. I was getting a lot done and making some progress. I don't know what cam over me, but I pulled up my skirt and...
    bicleveland bicleveland 36-40, M 4 Responses Mar 2, 2009

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    I Need Some Advice

    Hello all I need some advice I am a 25 year old cross dresser .I decide to have my hair done in a female style .I decided to have a wash and set at a salon .I am a kind of nervous and my sister and a female friend of mine wants to go with me for support.My sister also wants to...
    crossdressingjenn crossdressingjenn 22-25, F 3 Responses Oct 15, 2013

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    Look Mommie, It's Barbie!

    One of my favorite past experiences happened when I was shopping enfemme at a department store. It was on of the first times I had shaved my legs and I was wearing a short denim skirt with a white floral top with my new "feathered" below shoulder length wig. I had...
    kathielynne kathielynne 41-45, T 2 Responses Sep 18, 2009

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    So a few weeks ago I wore some tight pants

    and a belly shirt out in public without a sweater to cover myself and I felt so exposed lol but it felt nice, but I guess it didn't look nice according to people's expressions o.o
    navel795 navel795 18-21, M 2 Responses Feb 1

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    I Cross Dress

    Last weekend I went shopping at Catherines. I had completed a survey about a recent shopping trip and was sent a coupon for ten dollars off a purchase. I wanted to use the coupon before it expired. After looking around the store I found a sleeveless maxi dress in a brown and...
    jml2000 jml2000 56-60, M Jul 5, 2013

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    An Experience to Remember

    I started crossdressing at a very young age, trying on my sister's clothes. Eventually, around the age of fourteen I began trying on my mothers clothes, and even buying my own first pair of pantyhose. At sixteen I started dating girls, but the girl I remember most, I dated when I...
    Jenisa Jenisa 46-50, T 7 Responses May 25, 2008

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    I cross dressed, but not any more

    I arrived at my current lifestyle by trying on my sisters clothes as a young boy.  I knew then that I was not like other boys. When I was dressed in skirts and blouses, or even a simple dress I felt quite secure and natural. At...
    Micayla Micayla 61-65, F 2 Responses Aug 15, 2008

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    My next house sitting job is only a few weeks

    away. A weekend job. Everyone out of town and all the privacy I need. I have dressed in her cloths before but have never really had time to really get back into her dress collection. That will change soon. I plan on really having a time this time around. Sleeping on her bed in...
    Zoe24 Zoe24 22-25, M 5 Responses Jun 24

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    When I was 8-10 years old,

    I started dressing in my mother's clothes. I did that until I was 14. Just yesterday, my sub sent me a teddy. It was the first real cross dressing I've done in 40 years. I missed it so much.
    PennySterling PennySterling 51-55, M 5 Responses Apr 23

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    Hi I Am Guy Always Loved Femme Smoking While Dressed Always Found It Very Sexy, Wad Wondering If Anyone Else Out There Did Also

    Tell me your experiences and what you like, I have trouble finding other similar people
    frenchinhale frenchinhale 41-45, M 3 Responses Oct 23, 2013

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    I Enjoy It..

    Been dressing up for some years, I do enjoy the feeling of the lace and satin against my skin, depending on the mood determines what out fit that I am going to wear that particular day, I even wear my stockings and panties to my doctor visits, probably will go shopping again this...
    imcrater imcrater 46-50, M 3 Responses Apr 25, 2013

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    Grocery Shopping Is Fun In A Skirt!

    I love going grocerry shopping in my skirts, and I'm lucky to have a nearby store where I can do it. I went again this morning in a bright white short Merona skirt (from Target), my pink soft Merona t-shirt and a dark wine-colored wrap, wearing my Great Northwest Clothing...
    JaxSkirtz1 JaxSkirtz1 56-60, M 7 Responses May 24, 2011

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    Every Day

    atleast in panties, often in much more, i wear panties of some sort 24/7, luckyli my wife loves it and is totally supportive, so i have a big load of lingerie and clothes, i like that i can change whenever i wan't and allways find something i haven't used for a while
    bodylower bodylower 31-35, M Jul 29, 2013

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    Born Into Cross Dressing

     I recall my first cross dressing experience as a kid when my sister would dress me up. i had 4 sisters no brothers. ive never really liked having a penis and always felt so sexy in girls clothes. I used to steal skirts from op shops. and id wear them in the dark on the...
    love2wearskirts love2wearskirts 26-30, T 4 Responses Sep 24, 2009

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    In Public

    My wife is responsible for my interest in crossdressing. It was her fantasy we were playing the first time I dressed up and after that first time I was hooked. I don't dress "en femme" all the time, but I do dress and it is great. My wife and I even go shopping together. She...
    km44 km44 61-65, M 2 Responses Apr 16, 2013

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    There's a forum I frequent

    and it prompted me to start dressing again recently. Although the dressing time was short, and snatched and full of worry that my children might discover me, it was still a lovely experience. I dressed in my dress, bracelets, wig and tights and felt very comfortable with myself...
    atkinspj atkinspj 31-35 5 Responses Jun 15

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    It's rare these days,

    but I love the feeling that I get from doing so. And it's all about the feeling of the clothes and the situation. It's not about sexual highs (though I can't deny I sometimes get some sexual feelings out of it) or about how I look (I look dreadful) but about the feeling of...
    atkinspj atkinspj 31-35 1 Response May 31

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    Closet Crossdresser Need Help!!

    Hi gurls so I´m a closet Cd, I´m Bi and have a girlfriend she´s very accepting. The thing is I dont know how much she lets me wear short shorts and panties from Victorias Secret. I wan´t to take it to the next level and thought about Palazzo flow pants (link below). I have...
    feraf87 feraf87 26-30, M Nov 5, 2013

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    I have completed my house sitting jobs

    for the time being, and this past weekend was a great way to cap it off. with the house to my self i discovered lingerie and dresses i never knew this women had. As i threw off my boring male cloths and stepped into her walk in closet i began to fill with excitement she had so...
    Zoe24 Zoe24 22-25, M 1 Response 1 day ago

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    Kik

    does anyone wanna kik me @mkw3 any tg cd ladyboy
    mkw007 mkw007 18-21, M Jul 29, 2013

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    I have been dressing in female clothing

    since I was in my teens, I do not go out in public like this though. I like how it makes me feel pretty. Even though the reality is not that. Inside I see myself as a woman , I know I will never be female. I also know there is not much I can do to look female either due to the...
    SevenFox SevenFox 36-40, T 1 Response Dec 27, 2013

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    My Son Wants To Start Crossdressing

    Hello everyone i need some advice i am single mom of a 13 year old son.I found him the about a month ago and caught him with one of my bras on.So of course he started to cry and telling me he was sorry .I told him there was nothing to be sorry about it .So we sat down and had a...
    Proudmom2000 Proudmom2000 26-30, F 4 Responses Aug 25, 2013

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    Cross dressing youth

    Well it all started when I was little my step sister used to put nail polish on me and I hated it at first and then loved it and my Freshmen year is when I found out I like to cross dress I love wearing dresses, cheerleading uniforms, bras, nail polish and other make ups but it...
    Thecrossdresser Thecrossdresser 18-21, M 4 Responses May 21, 2011

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    last week i bought my first female cloths.

    i ordered a garter and some matching panties and bra along with some big lace top thigh highs. i am so glad i did. wow. so sexy. i also ordered some 6in stilettos. when those come in my greatest fantasy will take place. i cant wait
    Zoe24 Zoe24 22-25, M 4 Responses Mar 20

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    I haven't crossdressed in a few years

    because I never get time too. But I badly want to dress like a girl again! I want to get a ***** aswel, does anyone know what I can do im 17
    Tyrone147 Tyrone147 18-21 1 Response Jun 1

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    It All Started With Tights

    "I cross-dress" it all started when i was very young and for some reason loved seeing women's legs in tights. I envied my sister when she got to go to school wearing tights, but didn't know why. About age 8 or 9, i tried on a pair if my sisters ballet tights and was instantly...
    SaskiaIreland SaskiaIreland 31-35, M 10 Responses May 9, 2009

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    I Started

    I started whe I was 14   and found some older clothes belonging to my Dad's live in girl friend in our basement.  Started sneaking down late at night trying them on.  Now 28 years later I have a whole room full of clothes, wigs, shoes, and 2 sizes of silacone...
    Kara66tv Kara66tv 41-45, M 7 Responses Mar 22, 2008

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    My First Time As A Woman (Crossdressing)

    I'm a crossdresser since I turned 14. Back then I was "borrowing" my moms lingerie and dresses all the time when nobody was at home. I started out pretty innocent, but since that time the girl in me evolved a lot. I love to dress up as a complete woman including a wig, makeup...
    nathalie69 nathalie69 26-30, F 6 Responses Nov 1, 2012

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    My Favorite Outfit

    As far back as I can remember, playing "dress up" has always been exciting and relaxing to me, but the best night was when I finally bought exactly the outfit I always wanted. Each piece was purchased at a different time, and I knew what the final look was going to be...
    Fezwick Fezwick 31-35, M 3 Responses Dec 15, 2006

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    My First Trucker

    I was crossdressed wearing a short flowered dress on my way to a park that has some *********** available once in awhile. On the road on the way in I passed a truck and he blew his horn. He followed me into the park. I arked my car. He turned around an blew his horn again and...
    meg1cdforyou meg1cdforyou 61-65, M 5 Responses Jul 31, 2012

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    Was Marsha...now Marcy

    Just wanted to let my EP friends that I'm back to share more experiences and pics with my lovely friends. I was "Marsha". I have been calming down somewhat with pushing for more cross dressing in front of my wife. I always wear my panties, which after five years, still feels...
    1amMarcy 1amMarcy 51-55, M 22 Responses Aug 20, 2011

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    I haven't cross-dressed

    for a while. When I do I confess that there are sexual aspects, but I'm male, that could be said about most things. Mainly, when dressed, I feel like me. I took some pictures and they stand as the only pictures of myself of which I can view without hating them. But there are...
    atkinspj atkinspj 31-35 3 Responses Jul 1

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    The First Time

    I am now just over 50 years old. When I was around 16 years old I found a new packet of pantyhose when I was putting out the garbage. I took them to my bedroom and tried them on, time and time again, it was fantastic. That was my only CD experience until a few years ago when...
    gumleave gumleave 51-55 1 Response Apr 9, 2010

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    Related Experiences

    I love crossdressers... and why. I always saw things from the girl's body, feeling like a boy point of view. It was natural for me to wonder about the other side, if there were any...
    DarkwingGoslyn DarkwingGoslyn 31-35 1 Response Jun 28

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    I've struggled with being a crossdresser all my life, and be Christian crossdresser for the last 21 years. When I was only a crossdresser I just though I was sick and something...
    DawnR59 DawnR59 51-55, T 7 Responses Jun 30

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    Sometimes people think that crossdressing automatically would make someone seem gay, but that isn't it! Crossdressing is just a thing that some men (or women) like to do! It makes...
    naco26withcheese naco26withcheese 13-15, M 1 Response a week ago

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    I started crossdressing when I was around ten years old. Womens clothes just feel right on me. I liked crossdressing since the first time I wore my sisters bathing suit. It was...
    Jessica1967 Jessica1967 41-45, T 6 Responses Jun 26

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    well, yeah. basically, I have struggled with the crossdressing thing for some years. I don't go full out, makeup and dress out in public, I'm not that into it. Mainly just the...
    bigmacintosh22 bigmacintosh22 22-25, M 1 Response Jul 10

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    ok, so im straight and went to a gay bar in madison hoping to meet some crossdressers but nobody was there. Well no crossdressers. I was so looking forward to some good advise...
    josephine39dd josephine39dd 26-30, T 2 Responses Jul 12