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I Like Dressing Up

Personal Stories, Advice, and Support 11,653 People

    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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    It Is Fun :)

    I enjoy trying on clothes and dressing up. When I was 17 I won a fancy dress competition at the local church youth group when I dressed as a Chinese lady. The friend I went with was very ungracious as she had hoped to win the prize. I have since been to a few parties where you...
    deleted deleted 26-30 2 Responses May 8, 2012

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    Do I Ever

    When I dress as a woman I feel ... natural. I feel like I'm finally myself. Then I look in the mirror I see a woman, a woman who is always there but somehow not there. I dress to be myself. To be whole. To feel a freedom I never felt before and only feel when I'm dressed.
    Josie06 Josie06 56-60, F 4 Responses Sep 25, 2008

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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 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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    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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    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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    Party Invite

    I recieved an invite for my wife and I to a fancy dress murder mistery dinner. My character description card came with a little note. "We thought you would be perfect for this character". My character 'Mandy Steak' or 'Miss Steak', is a drag queen...
    Heellover Heellover 36-40, M 9 Responses Oct 8, 2012

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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'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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    It's so fun to put on heels

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

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    Vintage Dress

    I love to dress up and often do it for my husband when we go out on dates, and routinely to church of course. I love going on dates because people just look at us, and once when I had some Kidney stones, went to the emergency room all dressed up and boy did we look out of place...
    Yellowbird88 Yellowbird88 31-35, F 4 Responses Feb 9, 2013

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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'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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    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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    For special occasions.

    Most of the time you'll find me in whatever's the most cozy outfit available.
    dmarii dmarii 26-30, F 1 Response Nov 28, 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 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 3 days ago

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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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    Make Them Look Twice

    It's better to arrive late than ugly.
    PattieFrancois PattieFrancois 22-25, F Nov 6, 2013

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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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    On weekends when i simply have set an

    appointment to see one doctor? It is pathetic..
    Pretywoman Pretywoman 36-40, F 1 Response 1 day ago

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    I dress up and look decent

    so I don't scare small children :)
    xlec2014 xlec2014 16-17, F Jan 19

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    Bold

    Dressing up makes me feel bold. Not in an arrogant way. Just confident. A simple tie with a nice crispy button down shirt and slacks says a lot. Or maybe a three piece suit to a nice occasion. I simply enjoy fashion period putting together nice clothes is a hobby for me.
    Jurell8 Jurell8 31-35, M Nov 14, 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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    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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    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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    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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    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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    I Like Dressing As An Infant

    I like dressing as a baby. I have an extensive wardrobe of newborn style clothing for all seasons and find that society is starting to act like it is no big deal.
    timmyp3 timmyp3 46-50, M 2 Responses Nov 25, 2013

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    To Be

    "be with someone who knows exactly what they have when they have you.not someone who will realize it after they've lost you"
    xeanrose xeanrose 22-25, F 3 Responses Dec 14, 2011

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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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    Some of my friends talk about how they hate

    when they go to a formal party or to a special event because they have to get all dazzled up and actually look presentable. I on the other hand love going to parties like that because I love being really festive and I guess I just like to be fancy 💁👗👠👛💄💋
    monicarabbit monicarabbit 13-15, F 2 Responses Dec 21, 2013

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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 5 Responses Nov 2, 2012

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    HotJanna HotJanna 18-21, F 4 Responses Feb 2

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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 2 Responses Feb 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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    kysatinman kysatinman 41-45, T 2 Responses Dec 31, 2013

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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 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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    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 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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    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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    I have a hidden bag In my flat

    which has a variety if women's clothes in from short mini skirts to dresses and a variety of underwear which once belonged to my gfs mum (no one knows) these range from thongs crutch less panties and French knickers I love dressing up when my gf is at work
    mrtoes mrtoes 22-25, M 1 Response Nov 27, 2013

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    Related Experiences

    Im starting a Ki.K group chat ANY full time cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Dressing and Dating Love to date but stress over the dress? Are you a clotheshorse without a guidepost when it comes to dating and decorum? Well, dive into your closets, ladies...
    CupidsCronies CupidsCronies 26-30, F 3 days ago

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    I m male. I love to cross dress. I have cross dressed many time and have enjoyed cross dressing. But cross dressing in front of lady is so exciting. So is there any nice lady who...
    anitamam anitamam 41-45, T 1 Response Mar 30

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    A Decision I Made... Years Ago. To have and to hold from this day forward. Sept 15, 2001 on this date I informed my spouse and said "I was going to transition into a woman, many...
    Trisha60ts Trisha60ts 61-65, T 3 Responses Mar 24

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    I don't just dress up as a girl I live my life as a girl, I am known to everyone as a girl. My personality, my way of thinking everything is changed to a girls set of mind. I began...
    shylilpaige shylilpaige 18-21, T 6 Responses Apr 13

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    Can someone please take their time to read this? Its long, 8 pages but it explains a lot about the situation I am currently in. I think a lot of people could relate to this if they...
    elugo12345 elugo12345 18-21, M Apr 1

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    It sucks when you're ignored by the person whose attention is the only thing you want in the world. That's always the situation for me. It also seems like I have crushes on chicks...
    elugo12345 elugo12345 18-21, M 1 Response Apr 1

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    It sucks when you're ignored by the person whose attention is the only thing you want in the world. Ever since this girl first walked into our school, I couldn’t take my eyes...
    elugo123456789 elugo123456789 18-21, M 1 Response Apr 2

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    It sucks when you're ignored by the person whose attention is the only thing you want in the world. Ever since this girl first walked into our school, I couldn’t take my eyes...
    elugo123456789 elugo123456789 18-21, M 2 Responses Apr 2

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    It sucks when you're ignored by the person whose attention is the only thing you want in the world. Ever since this girl first walked into our school, I couldn’t take my eyes...
    elugo123456789 elugo123456789 18-21, M 1 Response Apr 2

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    It sucks when you're ignored by the person whose attention is the only thing you want in the world. Ever since this girl first walked into our school, I couldn’t take my eyes...
    elugo123456789 elugo123456789 18-21, M Apr 2