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I Like Dressing Up

Personal Stories, Advice, and Support 11,684 People

    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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    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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    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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    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 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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    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 1 Response Feb 18

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    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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    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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    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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    I love dressing up. Skirts,

    dresses, tights, heels, you name it. IA
    landofseas landofseas 13-15, F 4 Responses Jan 27

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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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    This is my favorite out of everything omg I

    would marry a pair of shoes I freaking adore clothes and etc. if anyone ever need advice about trend for winter don't be scared to ask I'm not a dinosaur
    MBTiara143 MBTiara143 13-15, F 1 Response Jan 1

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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 5 Responses Apr 25

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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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    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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    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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    Dressing up makes me feel good about myself.

    I feel sexy and confident. I love wearing skirts, dresses, high heels, getting my makeup and hair done. It's one of the great perks of being a girl. I do it for myself though, not to grab the attention of any guys.
    goldengirl24 goldengirl24 22-25, F 7 Responses Mar 31

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    HotJanna HotJanna 18-21, F 3 Responses Feb 2

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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 3 Responses Jul 7, 2007

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    my youtube channel katelan.

    fisher has my french manicure tutorial on how i do it on my nails so they look cute and elegant
    katelanfisher katelanfisher 16-17, F Jan 4

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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 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 5 Responses Jan 21

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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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    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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    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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    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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    It's so fun to put on heels

    or wedges omg yass
    Dodieltfu Dodieltfu 18-21, F 1 Response Jan 11

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    I'll put on my Hugo Boss suit

    and tie. Polish my shoes. Go out for the evening and come home with a nice woman to ****.
    Heygurlx Heygurlx 22-25, M Dec 31, 2013

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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 8 Responses Feb 12

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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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    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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    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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    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 3 Responses Jun 6

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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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    Yes!! Well, some would say

    that I 'play' dress up every day of my life....being as I am a full time T-Girl.... *sigh* I guess that is true, but that's for my normal days.... When I'm out at some function or other, or just a special occasion, THEN the goalposts change....and I get excited...and nervous...
    TVCassandraSlut TVCassandraSlut 26-30, T 2 Responses Jan 8

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    Darkmoon65 Darkmoon65 46-50, F 6 Responses Feb 19

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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

    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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    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...
    WeWereNeverAlive WeWereNeverAlive 16-17, F 2 Responses Jun 2

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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 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 3 Responses Jun 19

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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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    krissy79 krissy79 31-35, M 5 Responses Apr 28

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    Related Experiences

    In my younger days there was some occasions I wore a dress or girls clothes (see my other stories) but until I lived at home with my parents I never really wore dresses on a...
    ToShareStories ToShareStories 22-25, M Jun 26

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    Here are my favorite seasonings, spices, sauces to accent food with: Furikake 5th Season: Ground Pepper 5th Season: Italian Seasoning 5th Season: Ground Onions Dijon Mustard...
    blossomingbeauti blossomingbeauti 36-40, F 1 Response Jun 25

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    Ever since I was 12 or 13 I've been cross dressing in secret. My mother caught me once when I was about 13 or 14. She was okay with it and asked me if I liked cross dressing. I...
    masspink masspink 18-21, M 2 Responses Jul 2

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    I've thought about it for years, and it all makes sense; no use denying it now. She hates me. I've known her since I was eight years old and dating my father, and everything was...
    NotNicole NotNicole 18-21, F 3 days ago

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    So I've noticed I've been dressing grunge and idk why. I don't mind it I love it but I'm just wondering what happened and why the change. It was just one day I'm dressing sweet and...
    starktonya03 starktonya03 13-15, F 5 days ago

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    I hate it when my mom gets mad at me for having a boy like styled. I just don't want to dress like the girls in my school. I just don't see why I have to dress like that. If my mom...
    FighterWolf FighterWolf 13-15, F Jun 23

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    I think I'm weird- I think I might rather be a girl than a boy and I like myself any good gender test websites?
    Pantyboy1108 Pantyboy1108 18-21, M 2 Responses Jun 28

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