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I Would Dress a Man In Womens Clothes

Personal Stories, Advice, and Support 188 People

    I want total role reversal relationship.

    While watching Yanis Marshall YouTube video I came to imagine dating a guy who wore heels,sexy dress, and lingerie (even if only behind closed doors) and I got really into it. I realize that as I followed this fantasy that it had me wearing pants suits and such and my guy in...
    newasexy newasexy 26-30, F 5 Responses Dec 26, 2014

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    I'm a man and I really enjoy wearing a girdle

    and stockings under my clothing does that make me a crossdresser I'd like to find a woman to share these experiences with
    Kenny2serve Kenny2serve 51-55, M 1 Response Dec 27, 2014

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    As When I Was A Young Person.. "dressing With My Neighborhood Girl-friends"

    it is kind-of-a wishful Desire I guess, to find, (get to know) a Genuine Feminine Female, whom will, "can accept"a transgender Person,  to Dress together, (to help eachother Dress)  up in Petticoats, Crinoline, full circle Dresses,and be really neat girl friends together, with...
    petticoatingprincess petticoatingprincess 51-55, T 1 Response Jan 25, 2011

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    In my life, I have seen some fierce men

    who pull off dresses better then I ever could! I wish I could shop with them! They have great taste!
    lillolipop lillolipop 18-21, F 1 Response Dec 26, 2014

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    Military Crossdresser

    I am a crossdresser in the military and am looking for a girl to feminize him if there are any takers please let me know
    cr0ssdre55er cr0ssdre55er 22-25, M 4 Responses Mar 13, 2011

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    SowmyaWhore SowmyaWhore 22-25, M a week ago

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    I wish I could make a career out of dressing

    men. I do it alittle now but imagine going around the country in a rv or bus full of clothes and a built in dressing room with mirrors wigs and makeup(yes I've thought about this alot)
    newasexy newasexy 26-30, F 6 Responses Dec 26, 2014

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    My Sisters Love Me Wearing Girl Clothes

    When I was growing up I had 2 older sisters and they would dress me up in there clothes all the time to the point I feel to this day in womens clothes
    Socknix Socknix 26-30, M 1 Response Jan 16, 2013

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    Related Experiences

    If u want to help buy me womens clothes on amazon if u want u can find my list by going to my email which is Hardcore1Gaming@gmail.com
    IwantDomination IwantDomination 13-15, M Feb 13

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    I am in my hotel lobby right now in a dress and tights. No problem at all. I went to the food store last week with a dress on, saw a few people take a second look but no one said...
    mat2Robin43 mat2Robin43 51-55, M 12 Responses 1 day ago

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    for some reason I love women in control that enjoy the company of feminine men. I love to wear women underwear and long dresses
    jarmon719 jarmon719 51-55, M Feb 18

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    I finally went out in public. It was so, scary, exhilarating, and liberating all at the same time. While the only "female" clothes I was wearing were jeans and a pink thong. The...
    tpc2001 tpc2001 31-35, M 9 Responses Feb 16

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    As if there is really a decision to be made here. I will gladly dispense with clothing for as long as I can. In fact I am very sad at the end of the weekend when I have to dress...
    Brian1953 Brian1953 61-65, M 1 Response 2 days ago

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    I am walking around a Menards store wearing only pink and black thong panties, under my overalls!
    Lostintoledoohio Lostintoledoohio 31-35 Feb 12

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    Part 1 As one day mom an sister were gone for the weekend as I got from work. I walk to my room to change. As I walk by my sisters as it. Was across the hall. from mying. As I...
    safty0700 safty0700 56-60, M 4 days ago

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    I used to be home schooled so every morning my step mom would dress me up like a 9 yr ols school girl my father died so I was raised by 3 dominant women i...
    subsissy1989 subsissy1989 26-30, M Feb 14

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    I have been wearing women's clothes such as thong panties, string bikini bottoms (at the beach), side zipper skinny jeans, ankle boots, etc. I do not dress to look like a woman...
    sheila77 sheila77 56-60, M Feb 8

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    Why I like wearing girls clothes? Those who read my story "My first time" (http://www.experienceproject.com/stories/When-I-First-Dressed-As-A-Girl/2768800) know that I was five...
    ToShareStories ToShareStories 22-25, M 6 Responses Feb 1

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    Whether it's a simple collared shirt or a whole suit and tie, dressing up is awesome. There's no feeling like being dapper!
    Blue707 Blue707 16-17, M 26 mins ago

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    Last night I went to a party. I went in my normal male drab, but took some clothes with me. I asked my wife if I could change into my dress. She said yes. So I went to the...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 12 Responses Feb 1

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    I finally got my chance to model on a runway for a large group of ladies who are training and dressing their respective subjects. I wore a total of ten dresses that night for the...
    Plugslave Plugslave 31-35 7 Responses Feb 1

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    There can be many varied reasons for why we wear what we do, some connected with roles such as office or school uniforms and practicality such as clothes you may wear for sports or...
    Joanne0chan Joanne0chan 31-35 Feb 17

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    I love wearing women's clothes I love the way they feel so soft silky I love perfume makeup earrings bracelets every day I wear a bra and panties under my regular clothes I keep...
    raelynn69 raelynn69 46-50, M 1 Response Feb 18

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    Happened about a year ago with my then girlfriend. We had a good thing going and she definitely had the looks that'll make you envious. But after a bit we both started working more...
    Emilyher1187 Emilyher1187 26-30, T 1 Response 1 day ago

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    I'm a boy who wants to get dressed as a girl so bad I always wanted to do that I don't care what you put on me I don't care if u put makeup on me that's really hard to get of. I...
    flamered1248 flamered1248 18-21, T 1 Response a week ago

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    Well close anyway. In my teens, I wore clothes intended for my sister. My mom's best friend had a daughter the same age as my sister but much bigger. Her good used clothes were...
    AlbertSAT AlbertSAT 66-70, M 8 Responses Feb 5

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    I had a co worker ask me why I wear dresses and skirts, she actually said to me why are you dressing so girly. I am a woman and I like to wear dresses and skirts, I don't know why...
    Welllaugh Welllaugh 36-40, F 12 Responses Feb 19

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    One year I decided to buy my wife some fancy, sexy, but appropriate dresses and she took them back to the store and returned them. Sometime later, I bought my wife sexy underwear...
    naftali naftali 56-60, M Feb 4

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    Well, I cannot refer to myself as a complete winter nudist and exibitionist. I do love to expose my body to frost, cold water and really enjoy that feeling. In winter, I ski (both...
    Jennyfrost Jennyfrost 18-21, F Feb 1

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    Nothing beats fresh shaved legs with a new pair of pantyhose and dress. Women's cloths rocks!
    Tlo1969 Tlo1969 41-45, M 2 Responses Feb 4

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    After my last story, I was so worried about exposing myself again I didn't wear a skirt or a dress for months, well, after a while I thought, to hell with this, and put on this...
    knickersgirl123 knickersgirl123 18-21, F 1 Response Feb 5

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    Some time ago when out shopping with my wife, I bought me a pair of womens short yoga pants. I would wear a thong underneath the yoga pants while busy with forplay. It was such a...
    soyoudidwhat soyoudidwhat 26-30, M 2 Responses Feb 5

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    i love to wear panties and dresses and im a man
    elrine elrine 13-15, T 1 Response Feb 7

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    Ok is this odd? I don't normally ask that but I am here. Obviously in society both men and women tend to feel at their most attractive when they're "all dressed" up, or whatever...
    thenewboy87 thenewboy87 22-25, M Feb 7

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    Feel much more comfortable in a dress heels and hose. Love my girl cloths more than my boy cloths.
    Tlo1969 Tlo1969 41-45, M 3 days ago

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    I'm tall, not over weight, and slender. It would be such a thrill, to be fully dressed, with makeup perfect, and four inch pumps, and walk down the runway. Swaying my hips and...
    Cassandrajoan Cassandrajoan 61-65, M 1 Response Feb 6

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    I live to go shopping for myself when have time to do so. I love spending my money on clothes, jewelry, shoes, make up, and perfume. I have a ton of clothes; dresses, skirts...
    dianefisher dianefisher 22-25, F Feb 1

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    Well, i recently split up with my girlfriend and decided no more dressing up so got rid of all my girly clothes. It didn't take long tho until i needed some new underwear...while...
    algina algina 36-40 6 Responses Feb 14

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    I am married to a wonderful woman who accepts my cross dressing. I came out to my wife a number of years ago. after keeping my dressing a secret for many years whilst we raised our...
    MandytgAndy MandytgAndy 70+, T 9 Responses Feb 5

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    There was not a single part of that dress that didn't touch my body. For him, a body-clinging calf-length dress showing a discreet amount of compact cleavage is worth ten of a...
    Brunette4U Brunette4U 31-35, F 1 Response Feb 7

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    while I now have my own clothes it was my sisters that got me hooked on dresses and hose I don't think she every knew but try as I might I could not always get every thing back in...
    jamie172 jamie172 46-50, T 4 Responses Feb 9

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    My wife and I are going to switch roles this weekend. She is going to fullfil one of my fantasies of being a girl (just around the house) this weekend. She has done some light...
    lukemike lukemike 26-30, M 1 Response Feb 20

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    I typically wear the right clothes for the right situation, working out, beach wear, etc. But day to day activity in town, at work and about, I only wear dresses and skirts. They...
    freenakedcouple freenakedcouple 26-30, F 5 Responses a week ago

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    the soft fabric and the tight fit its magical from boy shorts to dresses its colorful and beauty full.
    bagoffeels bagoffeels 16-17, T 1 Response 2 days ago

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    Alright 2-17-2015 Was Fat Tuesday.So just for the special occasion, I've decided to wear the fat suit again, so here is what I've went through that day.So made sure I gave myself a...
    surferbrg surferbrg 22-25, M Feb 18

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    As I wrote in my first story (found in I Dressing Boys as Girls), sometimes all we know is what others have told us. As you also know, even though I was a boy baby, my mother...
    SylviaJames SylviaJames 56-60 4 Responses 6 days ago