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I Like Dressing Up

Personal Stories, Advice, and Support 15,141 People

    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, 2014

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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 7 Responses Feb 12, 2014

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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, 2014

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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 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...
    WeCouldBeDead WeCouldBeDead 16-17, F 2 Responses Jun 2, 2014

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    bicdfun bicdfun 36-40, M 2 Responses Oct 24, 2014

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    hunters25 hunters25 13-15, M Feb 2

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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, 2014

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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, 2014

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    This probably sounds weird,

    but I like dressing jot only fancy, but just in a fantasy way. in a way you'd see in a movie such as Lord of the Rings. I know, I'm weird.
    SarmiraKitti SarmiraKitti 18-21, F 1 Response Feb 2

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    This probably sounds weird,

    but I like dressing jot only fancy, but just in a fantasy way. in a way you'd see in a movie such as Lord of the Rings. I know, I'm weird.
    SarmiraKitti SarmiraKitti 18-21, F 2 Responses Feb 2

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    I'm always excited when I have the opportunity

    to dress up. In August my uncle is getting married and I"m already looking at dresses to buy. I own five pairs of heels!
    Kayleehere Kayleehere 18-21, F 1 Response Jan 8

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    littlefox2 littlefox2 26-30, F 3 Responses Feb 2

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    I love to dress up when going to work,

    running errands, and when I am out with family and/or friends for fun activities. I seldom wear pants because I only have two pair of them.
    middleagedfemalemom middleagedfemalemom 41-45, F 2 Responses Jan 30

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    Today my job demands

    that I dress as Bane. 😁
    deleted deleted 26-30 3 Responses Sep 18, 2014

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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, 2014

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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, 2014

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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 7 Responses Apr 25, 2014

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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, 2014

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    A friend once told me "Always dress

    as if you have some place better to go afterwards". I love creating new looks and seeing how many different looks I can match with different pairs of tights!
    LegStyles LegStyles 26-30, M 3 Responses Feb 17

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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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    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 3 Responses Sep 17, 2008

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    It is fun, shopping, then dressing up.

    Skirts, dresses, lingerie, shoes.....its all good. :p
    StockholmblondiE StockholmblondiE 22-25, F 4 Responses Oct 10, 2014

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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 1 Response 5 days ago

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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 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, 2014

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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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    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 get dressed up,

    I believe a woman should look her best at all times...but that's just me. I don't hate on people that don't. That's just the way I was raised and I love fashion so...I enjoy it :*
    Davita90 Davita90 22-25, F 4 Responses Nov 14, 2014

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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 51-55, M 1 Response May 8, 2014

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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, 2014

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    lovelyxalice lovelyxalice 18-21, F Feb 12

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    I like dressing up whether its wearing casual

    clothing to a full Tail-Coat Tuxedo, dressing up can be pretty fun (not an everyday thing). But its ok to dress up once in a while :). As long as its not hurting anyone :)
    PatrykM PatrykM 18-21, M 3 Responses Feb 23

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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 2 Responses Jan 26, 2014

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    Today I dressed up in a really weird way .

    I wore a skirt, sweatshirt and weird socks... Then I made a bunny hair and just danced like a crazy person!!
    justtheoldme justtheoldme 16-17, T Jan 29

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    She has the same routine every morning,

    She wakes up, sits on the edge of her bed and looks out the window to see what the weather is like. She believes she can always judge how a day is going to go by what color the sky is. Today it is a pale grey. She decides to be optimistic and call it silver, that would mean...
    majesticalbree majesticalbree 16-17, F 1 Response Feb 18

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    I am seriously addicted to lingerie!

    !(; I love to dress up(; I've thought about trying out to be part of a maxim magazine!!(;
    ashley35189 ashley35189 18-21, F 6 Responses Feb 2

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    Dressing up in womens clothes!

    does that count for this group!? hahaI feel like I can fool 1 or 2 people and pass as a real women, what do you think based on the picture I have attached?
    00nothankyou2010 00nothankyou2010 22-25, T 49 Responses Nov 8, 2014

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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, 2014

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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, 2014

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    I am constantly asked

    why I'm always so "dressed up" just because I prefer to go about in skirt outfits and suits. I do not consider what I do to be dressing "up". That implies something out of the ordinary - a special event, a presentation, an important meeting, a party or (although it is...
    deleted deleted 26-30 6 Responses Nov 9, 2014

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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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    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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    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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    Darkmoon65 Darkmoon65 46-50, F 5 Responses Feb 19, 2014

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    I LOVE the feeling of confidence I get

    when I dress up and look beautiful.
    sgarc215 sgarc215 26-30, F 3 Responses Jan 7, 2014

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