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I Wear Dresses and Skirts

Personal Stories, Advice, and Support 14,103 People

    In my military profession,

    I am allowed to wear skirts most of the time. However, when I am in combat operations or in training I have to wear long pants and a shirt. In civilian life, I usually wear both dresses and skirts and blouses when I am out for the day or evening. However, not both at one time...
    momanddaughteratbeach momanddaughteratbeach 36-40, F 8 Responses May 4

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    thatgirlluvsred thatgirlluvsred 13-15, F 3 Responses Jul 24

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    I have a long blue skirt on with a white petty

    coat white panties how about you
    neilcast neilcast 46-50, T 9 Responses Jun 12

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    A Little Outing

    okay, so my first little story for you, Ive been cross dressing in some way since i was about 11 but recently i have enjoyed taking it a few steps forward, today was my second time out dressed, I needed to go to the supermarket, then thought i would have a walk around town and do...
    sexysaraa sexysaraa 36-40, M 13 Responses Jan 30, 2013

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    I wear dresses and skirts

    when I am out at work, shopping, running errands, eating out, dancing, parties, and doing other things.
    mombacktothebeach mombacktothebeach 41-45, F 6 Responses May 14

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    I'm Pentecostal so I have my reasons.

    Besides my religion, I enjoy wearing dresses and skirts instead of pants. Pants are so uncomfortable.
    PeaceBatman PeaceBatman 22-25, F 5 Responses Aug 16

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    Pinknprettyyy Dresses And Skirts

    I love to wear PinknPrettyyy outfits, skintight minidresses with knee high stiletto boots and thigh high fishnets,i also love wearing my PinknBlack lace miniskirt with my sheer stockings and pink stilettos soo.. PinknPrettyyy mwaahh!!!
    AlliHastings AlliHastings 22-25 8 Responses Oct 15, 2012

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    I love wearing dresses

    and skirts and blouses when I am out. I do include hose and my high heels when going out. I never wear an outfit and want to look professional without hose and heels.
    amandahill amandahill 26-30, F 11 Responses Jun 8

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    Why is it ok for women to wear short pants

    or longs but not for men to wear skirts or dresses
    neilcast neilcast 46-50, T 10 Responses May 11

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    I love feeling girly

    and feminine and my boyfriend likes when I wear them so yay me 😄
    lovenicolexo lovenicolexo 18-21, F 3 Responses May 3

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    I Love To Wear Dresses And Skirts

    I am a recent widow and mom of seven children at age 44. I started wearing dresses and skirts when I was very young and loved it so much. We lived in a warm climate and never work pants except for playing games outside, camping, and school recreation classes. Still when going out...
    singlemomwithchildren singlemomwithchildren 41-45, F 22 Responses Aug 28, 2013

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    Wearing Dresses And Skirts Makes It Convenient To Be Of Service

    i try my best to include as many skirts and dresses in my wardrobe as possible, although i live in the cold pacific northwest. wearing skirts and dresses makes it easy for my man to pull me behind an alley near the bookstore, lift my skirt and have a little release. i always...
    Avabella Avabella 26-30, F 12 Responses Mar 27, 2012

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    A New Sensation...pleated Mini Skirt

    Time to try a new look ? Dept.store shopping on a tight budget takes too much time if you ask me . Try the yard sales . Cheap and easy . Check my profile pic.Two bucks for the top and five bucks for my very first pleated mini skirt . Walking out in public that night was...
    heelsandskirtsinpublic heelsandskirtsinpublic 36-40 15 Responses Jun 2, 2012

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    neilcast neilcast 46-50, T 9 Responses May 17

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    I love to dress up and wear short dresses

    and skirts with a nice looking blouse or top. Also, I love to wear shorts and swimwear with hose and four inch high heels on.
    tammylynne tammylynne 41-45, F 9 Responses Aug 10

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    Mixed Emotions

    No, I wasn't wearing a dress or skirt (I only wish! Yes, I am a crossdresser). I was leaving the office last night and riding the elevator when a young lady got on a few floors below mine. She was beautiful- pretty face, soft wavy, permed hair (alright, I have a weakness for...
    Kim1girl Kim1girl 56-60, T 26 Responses May 21, 2013

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    I hate pants. They are possibly the worst thing

    ever. I wear them to work everyday and it's horrible. I just love the way I feel in a nice skirt or dress. Even on a day when I'm not at my best I can still feel feminine and sexy. It also doesn't hurt that I tend to got compliments on my legs either.
    lovedaria lovedaria 26-30, F 10 Responses 6 days ago

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    A Funny Thing Happened While Shopping

    Last Sunday I decided after work to go shopping,so I drove up to my local shopping centre and went into Dorothy Perkins,saw this lovely black and white flared summer dress,so I picked it off the rack and went to queue up to pay,a woman then queued up behind me,she then started...
    sheerdesire sheerdesire 51-55, T 7 Responses Jul 31, 2013

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    I like to wear dresses

    or skirts - and preferably short ones - as often as I can. Partly because I like to feel - and look - feminine - and because my husbands loves to see me that way!:) He says that it would be pity to hide so gorgeous legs in a pair of trousers! Which woman can resist such a...
    Susanna3 Susanna3 31-35, F 4 Responses Aug 20

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    I have been wearing dresses

    and skirts and tops for over 40 years. I adore dressing up and wearing either a dress or a skirt and blouse when out and about alone or with others. I love the girly look when I am dressed up like this. Also, I love to show others how nice one can dress instead of dressing...
    olderblondemom olderblondemom 46-50, F 2 Responses Dec 24, 2013

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    When I am going out I love wearing

    either a nice short dress or a skirt and a blouse with my thigh highs and heels. I am very much a lady and want to dress like and act like one.
    sunbathingatbeach sunbathingatbeach 41-45, F 4 Responses Jun 6

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    I love shirts and dresses.

    There just awesome. I mainly posted this so I could get opinion from people with fashion lol Pink skater skirt or Aztec skirt?
    LovelyDeadly LovelyDeadly 16-17, F 7 Responses Jul 20

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    I usually only wear them on special occasions

    like a birthday or something, except in the summer i wear them if its too hot out and i need to feel fresh, like i feel the need to do when i go to Las Vegas in the summer. In the past i wore them to work too.
    violet1698 violet1698 31-35, F 5 Responses Aug 11

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    Cool Night Air

    Tonight there is a nice cool breeze blowing. The cool night air blowing across my nylon clad legs feels so nice. I can feel the rush of cool air caressing me all over. The playfulness of the breeze teasing me. I take a few steps and a small gust blows my dress up just enough to...
    christy2u christy2u 56-60, T 8 Responses Aug 17, 2012

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    When I am out I love to dress up in wearing a

    short and nice looking dress or a skirt and blouse. In the summer, I wear shorts and tops and bikinis with flip flops.
    summervacationswithfamily summervacationswithfamily 41-45, F 3 Responses May 25

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    Until lately, my dress code

    for work was just nice looking dresses and skirts. Now my boss decided a white suit is much better ... Even as personal assistant, I spend a lot of time in dirty, muddy, industrial yards ... Yeah, white suit ... so good of a choice, Daddy.
    LittleStain LittleStain 18-21, F 3 Responses 16 hrs ago

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    Revolution

    When I was young, I always wondered why we didn't wear the pretty dresses that all women of previous ages of history wore.  I remember being sort of dismayed that my mother never wore long, beautiful gowns like the princesses I saw in movies.  When I was in college, I...
    Kashi Kashi 22-25, F 29 Responses Nov 23, 2007

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    I love wearing my little skirts

    and dresses, I love feeling feminine.
    lights004 lights004 18-21, F 4 Responses Feb 2

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    sexhot31 sexhot31 18-21, M 3 Responses May 12

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    When I am out and about

    for work, shopping, and running errands, I love to wear short dresses and skirts with a nice looking blouse or top. I always wear hose and my high heels. I love going commando.
    Lisainphx Lisainphx 36-40, F 8 Responses Jun 9

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    A Uniform At Work.

    I am a nurse and have to wear a tunic and trousers for work also clumpy nurse shoes, I love my job and the staff and patients but the uniform does not flatter a girl. Also hair tied up. When I am not working I wear dresses or a skirt with nice shoes and some makeup and perhaps a...
    juicylucy69 juicylucy69 22-25, F 29 Responses Jul 17, 2012

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    i wear my mums clothes

    and it feels good anybody else do it
    glovesam glovesam 26-30, M 6 Responses Jul 5

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    Being A Young Cd

    Hi all, I have only just discovered EP as an avenue to talk about my life experiences. Growing up I was the middle child having two sisters. I don't remember my father and it was only my mother that brought me up. Anyway from almost as soon as I could remember I was lucky enough...
    alexi555 alexi555 22-25, T 27 Responses Apr 16, 2012

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    Dress

    I sometimes wear pants(like when I work out),but I wear skirts and dresses as much as possible.I love them.I love how powerful and feminine I feel.I feel my most in control when I'm in my favorite dress and highest heels,I wear skirts because I like to celebrate my femininity...
    Trikka Trikka 18-21, F 39 Responses Jul 21, 2008

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    I am an office worker

    and wear either a nice dress or a skirt and blouse there. I love to show off my legs so I add high heel shoes to my wardrobe.
    momandher2girls momandher2girls 36-40, F 12 Responses Sep 15

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    Likes to dress me beautiful.

    Already as a little girl I liked it, to wear lovely dresses and skirts and that's still the same. Of course I have pants, leggings and sweater but I'd rather go out in a beautiful dress, a nice skirt with blouse or top or in a fashionable suit. Thereto high heels or boots...
    prettysybill prettysybill 22-25, F 5 Responses Jul 24

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    because I feel like a sexy woman.

    and they go great with a pair if stilettos. i love showing off my legs. I worked hard for my firm body and I am a firm believer that : ladies if you got if flaunt it
    shygal16 shygal16 22-25, F 6 Responses Dec 7, 2013

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    ronjaccard ronjaccard 51-55, M 4 Responses May 10

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    I've always like dresses

    and skirts. They're more feminine and lady-like. I've alway liked to feel pretty. There's something about a good dress. It can make you feel on top of the world.
    lzgroupie96 lzgroupie96 18-21, F 8 Responses Feb 8

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    I bought myself a new dress all by myself this

    week. Usually if I get anything girly (besides panties & stockings) my wife is with me. This past week I was on vacation so I decided to go shopping by myself, normally I chicken out and don't buy anything, but I saw this maxi dress and just had to have it.
    happilymarriedguy happilymarriedguy 51-55, M 11 Responses Mar 22

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    I love to dress up and enjoy wearing a nice

    dress or a skirt and blouse. I am professionally employed and must dress up when I am at work.
    funchickfromcanada funchickfromcanada 36-40, F 5 Responses May 18

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    Sissyboy1989 Sissyboy1989 22-25, T 2 Responses Jun 6

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    My 12 year old daughter a few hours ago came to

    me and said she had a bad tummy ache. I asked when she had a BM last. She said nervously today. I asked her why she was nervous. She said idk. I turned her around lifted her dress and pulled her panties slightly down. She had poop both packed between her cheeks and in her...
    HerLover115 HerLover115 41-45, F 4 Responses Sep 13

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    Dresses and Skirts Ot Work

    i always wear a dress or skirt to work. and i work with people who rarely do that. at first, people make an issue of it. its simply more comfortable. and i like girly things. skirts are prettier and softer. im happier with them.
    kittten kittten 46-50, F 32 Responses Dec 30, 2007

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    I love the feeling. Idk.

    But sometimes I just want to rip it off and just into a pair of sweats or shorts lol
    Chocolateloverteam Chocolateloverteam 13-15, F 3 Responses May 31

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    I'm no model, but I have a decent body.

    I think men appreciate a woman with her legs visible, so I wear dresses. They are also cooler :)
    judyjudy1 judyjudy1 31-35, F 29 Responses Jun 20

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    I wear dresses a lot of the time,

    and a lot of my clothes are dresses. Varied styles, designs, patterns, colours and lengths. I don`t own many skirts and don`t wear them often but I intend to wear skirts more. I have many tops that go so well with skirts and in the summer I like showing my belly and skirts with...
    CharlieCJ CharlieCJ 18-21, F 5 Responses Jan 19

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    I loved wearing miniskirts

    as a teenager and a young woman. I wore them in preference to jeans or trousers where possible. However, they did have their own hazard! One day, when we were at university, my friend and I were walking past a building site in our minis. The men who were working there were...
    Jilly53 Jilly53 56-60, F 5 Responses Aug 16

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    I celebrate my femininity

    and I love it!
    PosterGirl PosterGirl 31-35, F 4 Responses Jun 20

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    Yep

    Call me silly, but I don't wear pants. Since I actually enjoy being a woman, I don't mind dressing like one. Before anyone gets offended, it is a personal choice that I made for me!
    Mrskatearch Mrskatearch 31-35, F 28 Responses Jul 20, 2013

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    I love to wear dresses

    and skirts when I am at work, shopping, or running errands. I look good in wearing them so that is why I do it.
    olderfemaleblonde olderfemaleblonde 46-50, F 18 Responses Apr 28

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    Related Experiences

    I haven't tried dresses yet; I'm unsure about my figure. Skirts, though, now we're talkin'! I love the free flowing feel of a long, cotton skirt, or the no-nonsense of denim. Given...
    MollyPetal MollyPetal 41-45, T 4 Responses Sep 22

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    I wish constantly I was female so I could wear dresses and skirts all the time. I wear them as a C D every chance I get and just love how I look and they feel.
    Janae60 Janae60 51-55, M 5 Responses Sep 6

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