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I Like Dressing Up

Personal Stories, Advice, and Support 11,820 People

    Chris Made Me Who I Am.

    My sister use to help me be a girl. She taught me what to do with men. My cousin is the who showed me how to be with men. I didnt like it at first. After a while I liked it. He was black. Once I got use to.him so large.
    bryan0711 bryan0711 41-45 May 26, 2013

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    It seems so many consider dressing up

    as something to do for "special" occasions like formal affairs or going to church or to meet "special" people. I think that Sundays are not the only days when we should honor our Creator. I consider that each day that I am blessed by My Creator with the precious gift of life...
    dressyalex dressyalex 13-15, F 2 Responses Feb 18

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    I bought a dress yesterday via online.

    Hopefully I will get it before saturday to wear to a party. :D Shyness be d***! :D
    FattyAndLovingMyself FattyAndLovingMyself 26-30, F 1 Response Sep 11

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    I like to dress up. I

    than have a moment where I actually feel beautiful
    thatgirlluvsred thatgirlluvsred 13-15, F 5 Responses Jul 24

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    Darkmoon65 Darkmoon65 46-50, F 5 Responses Feb 19

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    I just love to dress up

    for my wife she love it when I wear my French Maids outfit as she make me do what she asks,
    Frillypink Frillypink 56-60, M 6 Responses Jan 21

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    I love clothes! Wearing outfits

    that help me to feel beautiful is such good fun. I'm very functional, however, realising if I buy these things in large numbers I have to carry them wherever I go!
    Skjeggstad Skjeggstad 22-25, F 1 Response Sep 23

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    I love dressing up. Skirts,

    dresses, tights, heels, you name it. IA
    landofseas landofseas 16-17, F 5 Responses Jan 27

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    I absolutely love dressing up in

    either a dress or skirt and blouse, hose, and 4 inch high heels. I go to work, church, shopping, eating out, running errands, etc. in this attire. I do not have any pants. In the summer I love to wear shorts, top, and sandals or flip flops. When swimming I still wear a 2...
    olderblondemom olderblondemom 46-50, F 2 Responses Dec 23, 2013

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    bicdfun bicdfun 36-40, M 19 hrs ago

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    I like to create a cleavage (or at least an

    illusion of a cleavage) by wearing a front hook bra one band size too small. All of what breast tissue I have is thereby pushed in toward the center of my chest and up! Then I take some bronzer and brush and make some arcs from the bra hook in the center up and out toward the...
    DonnaSue10 DonnaSue10 66-70, M 2 Responses Jan 13

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    It is fun, shopping, then dressing up.

    Skirts, dresses, lingerie, shoes.....its all good. :p
    StockholmblondiE StockholmblondiE 22-25, F 5 Responses Oct 10

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    Pin-up Girl

    I love dressing up in provocative and interesting ways. I love vintage clothes, but i like shortening the hem and adding stockings. Sometimes I even do my hair in pin-up curls and victory rolls. I'll paint my face and put a flower in my hair if it's summer time, I always have...
    dawncloud dawncloud 18-21, F 2 Responses Jun 17, 2012

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    I love to dress up when I am going out to

    church, work, shopping, and running errands. I love wearing short skirts and a blouse, short dress, shorts and top, with appropriate underwear, pantyhose, and high heels.
    ebonynbill ebonynbill 26-30, F 1 Response Apr 17

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    My Sis's Panties

    I started out just wearing my sister's panties when I went to bed each night. There's no way I can adequately describe the feeling I got when I pulled my sister's silky panties up my legs and crawled into bed. It seemed like every nerve ending in my body became super sensitive...
    lmpak lmpak 22-25 Jun 28, 2012

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    I love dressing up when I am going out to

    dinner, movie, party, or anything else. Dressing up means I look so sexy when I am in the company of others.
    krisstephens krisstephens 31-35, F 4 Responses Jun 19

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    I don't usually dress up

    but in July and August I'm going to be meeting up with new people, all though I'll know a few. I'm also going to Gay Pride! I'm basically bored and just sick of dressing in jeans, a band T, and a hoodie. Hopefully it will all look great together and I might get a beanie and do...
    CallMeChelsea CallMeChelsea 16-17, F 2 Responses Jun 2

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    Today my job demands

    that I dress as Bane. 😁
    deleted deleted 26-30 4 Responses Sep 18

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    I dress up and look decent

    so I don't scare small children :)
    xlec2014 xlec2014 18-21, F Jan 19

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    So I decided to get dressed today.

    .... doing my hair, wearing my favorite dress and light makeup
    hzel1323 hzel1323 26-30, F 3 Responses Aug 3

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    It's so fun to put on heels

    or wedges omg yass
    Dodieltfu Dodieltfu 18-21, F 2 Responses Jan 11

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    I LOVE the feeling of confidence I get

    when I dress up and look beautiful.
    sgarc215 sgarc215 26-30, F 4 Responses Jan 7

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    Dressing up and going out

    for the evening for me is a lot of fun. For special occasions, I love going to the local mall and get a pedicure and manicure, my blonde hair put up, my blue eyes done, buying a new outfit regardless if it is a new dress, skirt and blouse, or even a full length gown. Of...
    pattywoods pattywoods 31-35, F 2 Responses Jan 19

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    Fun With Friends

    Im a guy, but i have a full wardrobe full of girls clothes at a friends house. All my friends are girls and we all quite often go to my friends house and just talk. One time while doing this, they got me into crossdressing. I now love going over there and dressing up. I have...
    Mitch12 Mitch12 18-21 4 Responses Sep 17, 2008

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    Formal gown, costumes,

    suit and tie, anything. It's always fun to make an effort.
    Abilohman Abilohman 26-30 Jan 18

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    I never grew out of dressing up lol.

    I'm in love with dressing up with the swag from the 90's.
    leannia2000 leannia2000 13-15, F Jan 29

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    Dressing Up

    So what cross dresser doesn't like dressing up? I sure do. I love wearing women's clothes from head to toe. It is so much fun and so very pleasurable. I love to hear the clicking of my heels. And the swish of my skirt or dress. Shopping enfemme is such a delight. I just...
    jml2000 jml2000 56-60, M 3 Responses Apr 27, 2013

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    All The Time!<3

    I dress up every single time I go out! I only wear dresses, shorts with tights and skirts. I rarely wear jeans because they just don't feel "me". I have my own style and I don't care if it's weird or different. I feel good when I'm expressing myself through my fashions. I...
    KawaiiDoll KawaiiDoll 18-21, F 6 Responses Feb 7, 2012

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    Went For Ride

    Just had a feeling that came over me that Icould not over come need to dress and go for a drive so I got dressed and got in car and got to where I felt that feeling go to the bliss overcome me and went home happy and releaved to get it done
    CeeWade CeeWade 36-40 3 Responses Aug 6, 2013

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    I love to dress up when I am going out.

    I attend many social functions annually and I am always ready to go at a moments notice. Normally, I am ready within an hour or so. My dressing attire could include just a simple cocktail dress, sun dress, skirt and blouse, or a long gown for formal wear. Regardless of they...
    marriedonthebeach marriedonthebeach 31-35, F 3 Responses Jan 26

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    Its A Wonderful Feeling!

    I always feel right at home putting on women's clothing. I am a woman at heart and expressing my femininity like that helps diffuse the tension of wishing I was a girl and in those moments of being dressed up, I can act and be as I truly feel inside. It just feels so nice feeling...
    victoriastar218 victoriastar218 22-25, T 2 Responses Jan 24, 2012

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    I love dresses. I love skirts.

    I love spinning in them and feeling beautiful. But I "grew out of it", so now it's like a closet thing. I can't look beautiful in a dress or skirt without a reason. Lord forbid I even giggle around people about myself feeling beautiful. It's like a guilty pleasure. I adore it...
    MNightlySnow MNightlySnow 16-17, F 1 Response Feb 12

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    I love when girls dress me up I don't care what

    it is. I love it when they choose something that sneaks up and gives me a little wedge just that feeling and knowing I shouldn't pick it.
    jzed7330 jzed7330 18-21, M 1 Response May 12

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    Love It!

    I love dressing up and looking my best :) I feel like looking your best can change everything even your outlook on your day. I am currently in college and sometimes I won't do so hot on a test or something and if I look good that day then I don't get down and depressed about it...
    villevalolover villevalolover 22-25, F 4 Responses Nov 2, 2012

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    Adicted To Looking Pretty

    I can remember dressing up on and off my whole entire life it hasn't started getting real bad till lately. i've always snuck my mother and little sisters clothes, I love being all girly and acting like a princess.
    minameis minameis 18-21, M 5 Responses Jul 20, 2013

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    I don't know why, but I love dressing up.

    Everyday I'm wearing something fabulous. I don't do it for anyone but myself. I love it. I feel confident, even though I'm confident wearing sweats, dressing up is just part of my personality, it's one of my interests.
    ArtPaige ArtPaige 16-17, F 2 Responses Jan 20

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    I walk in the room and everyone cried!

    I'm glad they loved the dress, hair, and make-up :) Beautiful as always! I need to dress up more ;)
    DeterminedToMakeLifeWorthIt DeterminedToMakeLifeWorthIt 16-17, F 1 Response Sep 26

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    I love dressing up when going out.

    I usually wear a nice short skirt and blouse or dress, hose, undies , and high heels. I am flat chested, so I do not wear a bra. In fact, I do not own a bra.
    militarywifeoverseas militarywifeoverseas 36-40, F 9 Responses Feb 12

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    Home Alone 2

    Ok so my mom and lil brother went to San Diego. And my sister is at my grandparents house and my dad was working till 9:00. So I went into my mom's room and dressed in a white blouse with a black belt and. Jeans (girl) also some panties with lacy on the edges and a rose on the...
    Crossdresser68 Crossdresser68 16-17, M 6 Responses Mar 4, 2013

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    Wish It Happened More Often.

    I like dressing up...putting on pretty makeup, and doing my hair. i really like how i feel when i where a skirt and heels. i feel more confident, and pretty. i just wish i could do it more often. i think women (and men!!) should get dressed up more often. it doesn't just have to...
    kkid kkid 18-21, F 4 Responses Jul 7, 2007

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    I'M The Point

    I love dressing up! Sure I am a farm wife and often wear pajamas or the ratty old jeans and T-shirt while I am out feeding the ducks, chickens or sheep, but there is nothing sexy about dodging sheep pellets while wearing high heels! But I think I like dressing up because I...
    Yellowbird88 Yellowbird88 31-35, F 3 Responses Apr 27, 2013

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    I love getting all dressed up.

    I like wearing skirts and dresses a lot. I enjoy going to the bars, clubs weddings anywhere that I can get dressed up for.
    lexik123 lexik123 18-21, F 1 Response Dec 23, 2013

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    I love dressing up by wearing short dresses

    or skirts and a nice blouse, hose, and with my black high heels. I love my female appearance when dressed up and out in the public for others to me too. I love the wonderful looks and compliments I receive from others when they pass me by at work or when shopping, running...
    momsbirthdaydinnerdrink momsbirthdaydinnerdrink 31-35, F 6 Responses Apr 25

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    Actually I love to dress up

    when going out and looking professional. I wear a gown now and then to different social parties for clients, I wear dresses and skirts and blouses for going out to dinner and a movie, I wear casual clothes; shorts and a top when attending a baseball game or playing putt putt...
    amandahill amandahill 26-30, F 4 Responses Jun 6

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    I picked this but I'm not really sure what it

    means. Well, is it smart, or is it risque? Do you think I really don't know?
    jumpersforgoalposts jumpersforgoalposts 46-50, M 1 Response May 8

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    I love to dress up. I enjoy wearing short

    dresses or skirts and tops when at work and at church. When out and about I enjoy wearing shorts, top, and sandals. I enjoy bathing attire at the local beach. I never wear any pants because I just do not like them on my long legs.
    pattywoods pattywoods 31-35, F 2 Responses Jan 19

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    T3chmupp3t T3chmupp3t 18-21, M 1 Response Oct 1

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    Would love to find a woman, here in Las Vegas, that would like to dress me like a woman. I love to look and act slutty.
    bcvegas4u bcvegas4u 66-70, M 1 day ago

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    A Hello this os muy experience.when i Was in 8 grade i lost a bet with my girlfiend in a soccer game the person that wins will dress the other with any clothes the winner decide...
    yolo12345678909776457 yolo12345678909776457 18-21, M Sep 27

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    Tofu salad and simple soy sauce dressing. (Serves 4-6) Salad 1 box of medium soft tofu 1 chopped lettuce 1 1lb watercress 1/2 an onion *thinly sliced 1 diced tomato 1 cucumber...
    naturalbeautyx3 naturalbeautyx3 18-21, F 1 Response Sep 26

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    I went to a fancy dress party dressed as Charlie Chaplin. For some reason I loved it, I was just a horny dressing up in mens clothing as i am with dressing up in a slutty fancy...
    AnnieJF AnnieJF 18-21, F 2 Responses Oct 11

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    Putting myself together, as perfectly as I can, makes me feel so good about myself and so confident that I can enter any room extend my hand to anyone and exude confidence. I like...
    propergentleman propergentleman 36-40, M 1 Response 3 days ago

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    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