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I Like Wearing Dresses

Personal Stories, Advice, and Support 6,830 People

    My mom knows me so well!

    She came home with this dress for me<3
    Alliforevers Alliforevers 16-17, F 12 Responses May 21, 2014

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    I've been crossdressing

    for most of my life, but I absolutely love satin and silk dresses. My current favorite is a creme colored, floor length gown with pleated skirt, an open back (can't wear a bra with it) and jeweled waist.
    faellorien faellorien 26-30, M 11 Responses Jun 2, 2014

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    NightOwlGirl NightOwlGirl 18-21, F 4 Responses Mar 28

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    I wear a dress as often

    as possible. It's such a free feeling. You don't have to wear underwear if it's not see thru. I love the way they look, especially the long ones that are back in style. Those long folded waisted patterned skirt w a t-shirts and casual heals. Dresses allow you to be cute and...
    Jennerrous Jennerrous 36-40, F 1 Response Aug 18, 2014

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    My Love For Dresses

    Ok so I love dresses but im a guy and how weird is it having a guy buy a dress that just so happens to be his size? Well I dont care what people think about me buying dresses. What they dont know will not hurt them. I buy and wear all kinds of fancy and casual dresses. I would...
    AdrianneJaye AdrianneJaye 22-25, T 34 Responses Mar 5, 2012

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    I just took a good look at my favorite house

    dress, and realized I'll have to replace it. It is threadbare! I like it so much that I've worn it out. It is a yellow cotton shirtdress that I sewed from a Butterick pattern. I still have the pattern. Maybe I'll make another one in a different color.
    aprilrose aprilrose 61-65, T 3 Responses Jun 26, 2014

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    I Served As A Waitress

    I was asked to serve at a larger bussinesspart where I hardly knew anybody. I think the organisers thought it was kind of fun to have a crossdressing waitress.. I think it went well. I was welcomed and everybody who organised the party were wery friendly. I changed and gort help...
    Bea92 Bea92 41-45, M 10 Responses Oct 7, 2013

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    Slacks And Pants Are Unhealthy

    I wear either dresses or skirts as much as possible. I have been dressing female for the past two years. I was born intersexed, raised as a boy, but was always a girl. What I like to do during the summer is not wear slacks or pants. Slacks and pants do not keep you cool...
    Micayla Micayla 61-65, F 13 Responses Aug 15, 2008

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    I Was Raised In Dresses

    i was born a boy with and older brother by 4 years who hated me. my father was an over the road trucker and never home. my mother wanter a girl, not another boy, so she raised me as a girl. in every way shape and form. i had only girl things. i only played with the girls and i...
    closet36 closet36 61-65, T 8 Responses May 5, 2011

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    My First Time In A Dress

    I can remember the first time i had a dress on. i was 13 . i was at my grandmothers house for the weekend and i was playing football when i come back from playing i was all mud !MYgrandmother told me to...
    maryyork50 maryyork50 18-21, T 6 Responses Nov 29, 2011

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    I Love Wearing A Dress At The Weekend.

    The feeling is really good and most girls have forgotten the freedom a dress gives and wear jeans or trousers as every day wear.Remember how your Mother dressed you as a Girl, it was always dresses by the seasons, Summer dresses. Winter and Christmas Dresses, glide over your...
    demuremandy demuremandy 22-25, F 11 Responses Jan 10, 2012

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    Because I am professionally employed,

    I must wear dresses or a skirt and a blouse at work. I actually love and enjoy dressing up when going out to other places. I always wear thigh highs and high heels too because I have long legs and my husband wants to show me off when we are out. Many times I do go commando...
    momoffivegirls momoffivegirls 36-40, F 6 Responses May 25, 2014

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    Dress is the only thing I wear in summer.

    T-shirt and pants make me feel like a boy now. That's odd because I used to wear them almost everyday...before I turned 22 yo.
    Jadewayne Jadewayne 22-25, F 5 Responses Jun 8, 2014

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    I used to be embarrassed having to wear them,

    now I can't wait for summer :)
    almaera almaera 18-21, F 2 Responses May 10, 2014

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    I love wearing a bra

    and panties, short dresses or short sundresses, thigh highs, or no hose at all, and either high heels or sandals when I am out too.
    dianefisher dianefisher 22-25, F 3 Responses Feb 1

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    See Through Dress

    i just got a new sun dress a few days ago and it is a tank top dress and short, but not mini. it is white with big red yellow and green flowers all over it.i have never worn a tank top dress before because i always wear a bra. BUT i thought i would try it. i went to the park...
    closet36 closet36 61-65, T 12 Responses May 3, 2011

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    I love crisp tailored clothes- I try to wear

    nice jackets, pencil skirts or shift dresses for work. Usually in neutral colors like white, black gray or navy. Sometimes I might throw in a tailored vest, collared shirt underneath. I also love wrap dresses. Ideally in a rich jewel color like blue violet, raspberry pink...
    theyrereal theyrereal 31-35, F 5 Responses Jun 25, 2014

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    I'm a guy but I like to wear dresses they are

    comfortable and nice tell me what you think
    changegender changegender 16-17, M 1 Response 5 days ago

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    I like wearing a beautiful dress with some

    heels. It makes me feel like a pretty lady.
    xBeatifulDollx xBeatifulDollx 18-21, F 5 Responses Mar 8

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    KinkyKatieLouise KinkyKatieLouise 46-50 7 Responses Aug 13, 2014

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    Midi, Maxi And Short Dresses.

    I prefer wearing dresses as they offer far more freedom of movement and there is a dress suitable for all occasions, be it work related or a function or a formal event.Far better than trousers and also under a dress you can wear a full length Petticoat or a half slip, so...
    janeseymour janeseymour 22-25, F 39 Responses Jul 4, 2012

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    I love being able to be

    such a girly-girl when I want. :) I don't wear dresses much in the winter, but I love summer dresses! :) :)
    MissThickNSexy MissThickNSexy 18-21, F 5 Responses Jun 2, 2014

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    Dresses are wonderful to wear,

    I like the way a well fitting dress covers my body. I went clothes shopping today for something to wear to a party with a friend and we went from boutique to boutique, they all had amazing dresses but nothing really got either of our eyes. We had given up and were walking to a...
    paula3198 paula3198 46-50, F 3 Responses Jun 14, 2014

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    Irán a Daymond Vaše želanie sa splnilo v

    južnej Kalifornii! Nebolo suchého oka u všetci pozvaní na Irán a Daymond obradu. http://www.zhdresses.org Bolo krásne slnečné popoludnie v Riviera Country Clube. Niekoľko minút pred tým, že Irán šiel uličkou, oblaky pokrývajú západ slnka na love. Daymond Irán...
    orologiomegarepliche orologiomegarepliche 26-30, M Sep 12, 2014

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    sylarisgay sylarisgay 18-21, M 9 Responses Feb 25

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    I like wearing short dresses

    or mini skirts when doing out. I do not wear pants ever. I have long legs and prefer showing them off.
    computerbusinessmom computerbusinessmom 36-40, F 8 Responses Oct 24, 2014

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    When I am going out I really like to dress up

    by wearing a nice dress, with thigh highs, and heels.
    christymclake christymclake 31-35, F 5 Responses May 7, 2014

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    If I could wear a dress everyday,

    that would be heavenly! I remember a time where you would never catch me wearing a dress... That changed in college. Now I'm proud of my legs and closely getting more comfortable in my own skin
    SeanaO SeanaO 18-21, F 7 Responses Mar 19

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    Being A Girl For The Summer

    when i was 18 i was in a drum and bugle corp, back then they were every where. i was a solo soprano with sever corps through the years. i became friends with some girls in a rifle line of another corp and would hang out with them at there practices a lot and even started spinning...
    closet36 closet36 61-65, T 17 Responses May 7, 2012

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    So Feminine And Alluring.

    I never wear trouser suits or jeans ever.I wear dresses or skirts all the time, the choice of fabrics and styles and colours is almost endless.The sexy look will never diminish and such wonderful lingerie can be worn under the dress or skirt.More girls should try dresses instead...
    pamela8 pamela8 61-65, F 11 Responses Nov 24, 2011

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    My favorite dresses are maxi dresses Tight

    fitting or not. They are cute
    lorrena19 lorrena19 18-21, F 2 Responses Feb 2

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    I Wear Dresses Most Days.

    I do not know why so many girls permanently wear jeans and baggy jumpers, no glamour at all and some of these girls have nice figures.But they are not showing there figures to advantageIf I am not wearing a dress I wear a skirt, I own all lengths and styles and I never wear...
    sally1981 sally1981 31-35, F 22 Responses Dec 27, 2011

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    Ok Now I know I've Gotta Come Out....

    Ok here we go….I cross-dress every chance I get and underdress when I go out, but my partner/girlfriend doesn’t know. I have to tell her…the guilt is killing me I recently started (underdressing) wearing panties in front of her just waiting to be sprung….no such luck, ok...
    21Blue12 21Blue12 46-50, M 17 Responses Jun 13, 2012

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    Being a plus sized girl,

    it's hard to find styles that I like, but when I'm in a dress? No matter what my size is, I always feel beautiful, and I'm really happy about that, because most girls aren't comfortable. My favorite style is strapless!
    Amusical135 Amusical135 13-15, F Feb 2

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    I'm a 52 year old man

    and have been crossdressing since I was about 7. I would much rather wear a dress that pants and a belt. Like most men my age I've got a bit of a "belly" and am constantly pulling my pants up because they tend to slide down because of the belly. Who developed this anyway?? Oh...
    hotgarters hotgarters 46-50, M 5 Responses 1 day ago

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    One Sunday I wore a purple dress to church.

    It was nothing special but it looked nice. After church we went into the Commissary to get a few groceries. We were checking out when I noticed that the elderly gentleman bagging our groceries was a veteran. I walked told him intent on thanking him for his service when he looked...
    SweetMae SweetMae 61-65, F 49 Responses Mar 21, 2014

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    My First Dress

    Hey, I am a boy, but I feel like a girl. That means I am Transgender, I don't have problems with that as long as I have the possibillity that I can dress like a girl. Today I got my very first dress, pantyhose, bra and mid. high boots with a small heel. My parents are very...
    JustMeTiffany JustMeTiffany 18-21, T 24 Responses Apr 20, 2013

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    I love wearing dresses,

    they feel so much better than boring mens clothes. Slipping in to a nice dress feels so sexy, wish I could spend more time in them and head out full time :) Ah well that is what my future holds x
    GirlyLisaTG GirlyLisaTG 26-30, T 2 Responses Dec 29, 2014

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    Not always. But sometimes I'd like to dress

    sexy. Tight short dresses are my favorite, some of them reveal my lingeries. (as you can see below) So I enjoy to see how peoples' react about me. I feel more attractive when I dress like this! And I work as part time bartender these days, I get much more tips when I wear...
    Canaria Canaria 22-25, F 19 Responses Apr 12

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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 bathroom and took off all my male clothes. Put on a pair of black Wolford satin touch 20 tights, and a short glittery dress, a pair of...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 12 Responses Feb 1

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    lovelypoison44 lovelypoison44 16-17, F 2 Responses Sep 19, 2014

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    My first dress that I ever wore is still my

    absolute favorite dress! I was 12 years old and went into my parents room and into my mom's closet. There it was a beautiful white Mrs. Cleaver house dress. I put it on and twirled in it! I can hardly explain how great i felt in that dress. I would practice sitting very lady...
    allgirlallthetime allgirlallthetime 56-60, T 4 Responses Aug 29, 2014

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    Red Dress :)

    So tomorrow am going out with all of my friends to celebrate being well again.Everyone's into their monochrome and wanting to wear black and white. I like to wear a lot of black but not tomorrow...I'm going get out there in my bright red dress and red heels WOOT!
    FallenAngelWOOT FallenAngelWOOT 31-35, F 4 Responses May 10, 2013

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    Im not the type of girl to wear dresses.

    But when i do, i surprise myself as well as others (in a good way) haha
    ninjadentistinspace ninjadentistinspace 16-17, F 1 Response Feb 1

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    I'm a jeans-and-T-shirt kind of girl,

    but I just love dresses. My dream is to find the perfect dress to wear with Chucks.
    cece930 cece930 18-21, F Jun 25, 2014

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    I love and enjoy wearing dresses.

    Besides I have long legs and want to show them off. If I wear pants, then my beautiful legs are hidden from view of others.
    amandahill amandahill 26-30, F 8 Responses Jun 8, 2014

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