I Wear Dresses and Skirts

Personal Stories, Advice, and Support 14,756 People

    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
    7 Responses Sep 15, 2014

    I have 10 dresses, 15 skirts,

    and maybe 4 pairs of pants, 2 of them being jeans. skirts and blouses are the most flattering thing I can wear as an outfit and I always feel especially comfortable in a skirt :)
    Eirene44 Eirene44
    22-25, F
    3 Responses Dec 30, 2015

    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
    61-65, T
    21 Responses May 21, 2013

    Last Monday, i borrowed my classmates school

    uniform to dare myself to wear it on Tuesday at school. I am also going to wear some bra and knickers just to be in female mode. I also borrow their shoes and even their black socks to be a female student. When i went to school, the guards were surprise and they let me entered...
    SissyDude98 SissyDude98
    26-30, M
    Nov 17, 2015

    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
    31-35, F
    11 Responses Jun 8, 2014

    I wear dresses and skirts

    when I am out at work, shopping, running errands, eating out, dancing, parties, and doing other things.
    mombacktothebeach mombacktothebeach
    46-50, F
    3 Responses May 14, 2014

    DRESSES! SKIRTS! BLUE,

    GREEN! LONG, SHORT!
    deleted deleted
    26-30
    1 Response Dec 21, 2015

    I do 95% of the time!

    Yes even in winter!
    deleted deleted
    26-30
    7 Responses Nov 18, 2015

    I like wearing miniskirt especially with opaque

    black tights and boots. It makes me feel good. I wear miniskirts even when traveling !
    deleted deleted
    26-30
    2 Responses Apr 16

    I love dressing up when my husband

    and I are out for the evening alone and/or with other couples. We all love eating out and then doing dancing on Friday or Saturday nights. We have a grand time together. Before going out I take a long and hot bubble bath and wash and set my long brunette hair. After getting...
    wifeinbackyard wifeinbackyard
    31-35, F
    2 Responses Dec 8, 2014
    ris9358 ris9358
    56-60, T
    4 Responses Dec 26, 2015
    allthecoolusernamesweretaken allthecoolusernamesweretaken
    18-21, F
    1 Response Feb 16

    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
    51-55, F
    18 Responses Apr 28, 2014

    Hi I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    2 Responses Oct 14, 2015

    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
    46-50, F
    18 Responses Aug 28, 2013

    So this might be a long shot,

    but I am female to male transgender (pre-op) and have always had a fantasy for becoming friends with an older man then having him make me his little girl in privacy. Miniskirts, panties, pantyhose, sit on his lap etc etc. if anyone is interested in this fantasy let me know :)
    deleted deleted
    26-30
    1 Response Mar 6

    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
    23 Responses Jul 20, 2013

    I love them so much it makes me feel

    so vulnerable yet so powerful
    niceguy16 niceguy16
    16-17, M
    1 Response Mar 7

    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
    4 Responses Jul 31, 2013

    I honestly like pictures of me

    when I'm wearing a shirt dress :3 (FYI I'm the girl on the right)
    TKwok TKwok
    16-17, F
    9 Responses Jul 10, 2015
    Skypal Skypal
    26-30, F
    8 Responses Apr 5

    If you'd like to buy my used clothing on

    Poshmark, follow me @Lizzxxx the above is just an example of what you'll find. I have few more items. 2 pairs of heels. Selling this around 15 (or so) plus priority shipping $5. My items are still in good condition. 
    XXLovelyPoisonXX XXLovelyPoisonXX
    22-25, F
    1 Response Jan 22

    I always wear dresses

    or skirts โ€ฆ Once upon a time, I used to just slob out - but now things are different โ€ฆ.!๐Ÿ˜… And because I never wear any knickers or bras, life can be โ€œentertainingโ€ - especially for my Master!!๐Ÿ˜ Oh yes โ€ฆ he loves it when I bend forward โ€ฆ ๐Ÿ˜› Heโ€™s ecstatic...
    BSTisapain BSTisapain
    46-50, F
    8 Responses Mar 30
    16kathi 16kathi
    18-21, F
    2 Responses Aug 6, 2015

    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
    36-40, F
    25 Responses Jun 20, 2014

    Will wear anything on cam

    if I can find it, will do almost anything really ahah - text me for some good chats guys;)
    deleted deleted
    26-30
    1 Response Feb 3

    I wear dresses and skirt almost every day at

    work and when I finish I'm going to ladies gym. Is it comfortable to wear my tights when working out ?
    deleted deleted
    26-30
    2 Responses Apr 16

    I don't wear skirts all

    that option. I am more of a pants or shorts kind of girl. but sometimes it's nice just toget all girlied up. put on some makeup, a pretty dress, and go out to a fancy restaurant.
    cerra55 cerra55
    22-25, F
    Feb 26

    I used to hate dressing in

    so obviously feminine clothing except for special occasions. But I have learned that the way I dress makes me want to be more gentle, and it makes other people (men usually) treat me much more respectfully.
    Mrskatearch Mrskatearch
    31-35, F
    4 Responses Aug 11, 2015

    Do you wear knee-high socks with the dress

    and if you do what color?
    JamieLynnCarlin45 JamieLynnCarlin45
    46-50, F
    8 Responses Oct 13, 2015
    JamieLynnCarlin45 JamieLynnCarlin45
    46-50, F
    5 Responses Dec 27, 2015

    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
    4 Responses Jan 19, 2014

    I always choose to wear dresses

    and skirts and hate having to wear trousers on very rare occasions . I think if you look girlie and feminine a skirt or dress is part of your fun ?
    pinklacyslip pinklacyslip
    36-40
    3 Responses Mar 30

    Being a woman and working outside the home,

    I must wear either a dress or a skirt and blouse as my office work attire. When I get home I love to remove my clothes and put on shorts, a top, and either sandals or flip flops and with no underwear.
    olderandmaturefemale olderandmaturefemale
    51-55, F
    4 Responses Oct 3, 2014

    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
    26-30
    6 Responses Oct 15, 2012

    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
    22 Responses Apr 16, 2012

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Nov 17, 2015

    I only wear skirts! I haven't worn pants in

    years! Easier to play with myself lol
    deleted deleted
    26-30
    4 Responses Jan 13

    Being a female, I love wearing dresses

    and skirts with a nice blouse. I do not wear pants at all or ever. I want to look like the female I really am.
    readytovacation readytovacation
    36-40, F
    4 Responses Jun 14, 2015
    deleted deleted
    26-30
    1 Response Jun 16, 2015

    One would find me in

    either a short skirt and blouse or a short dress when I am out. I do not wear pants to work because I feel it is unprofessional for me to do so. Besides I am a very tall woman, over 6 foot in heels and I want to show off my long legs to others. Yes, I am a flirt and I love it...
    femalemusiclover femalemusiclover
    46-50, F
    7 Responses Jun 27, 2015

    I wear skirts or dresses with leggings

    and tights nearly every day! Sometimes I kick around in PJ'S at home or wear leggings with a long flowy blouse. I also have lots of shoes It makes me feel feminine and pretty to dress up. I love doing hair and nails too! Being a girl is fun!!
    Doomflower Doomflower
    31-35, F
    1 Response Mar 31

    I feel feminine, elegant,

    and all woman!
    PosterGirl PosterGirl
    31-35, F
    10 Responses Apr 6

    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
    11 Responses Mar 27, 2012

    I love wearing short dresses

    and skirts with a nice looking blouse when I am dressing up and going to work, church, and out for the evening with my boyfriend and/or others. I never forget to add hose, high heels, and a good looking purse of mine.
    familycamping familycamping
    31-35, F
    4 Responses Jul 23, 2015

    I love wearing a super short dress with with

    5'in stilettos out in public and making heads turn toward me, it is such a great feeling :)
    SexyMed69 SexyMed69
    18-21, M
    1 Response Mar 31

    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
    51-55, F
    2 Responses Dec 24, 2013

    hi I like to dress woman I feel like to be

    female any one help me in Bangalore
    sndpv05ss143 sndpv05ss143
    22-25, M
    Apr 16

    I always live to wear a full length skirt.

    . If its a pencil cut, then the feeling is awesome
    deleted deleted
    26-30
    2 Responses Feb 15
    Courtneybanks1 Courtneybanks1
    18-21, F
    3 Responses Feb 6

    I don't wear panties

    or a bra when I wear skirts or dresses #FreeTheNipple #Commando
    deleted deleted
    26-30
    Jan 29

    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
    36 Responses Jul 21, 2008

    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
    36-40, F
    5 Responses Aug 20, 2014

    Haha do I looked like a teenager here haha I'm

    just kidding ๐Ÿ˜‚๐Ÿ˜‚๐Ÿ˜‚
    Spicyandsweet Spicyandsweet
    26-30, F
    17 Responses Sep 13, 2015

    Haven't been wearing skirts

    but I find them fascinating and should have the courage to explain to my wife and family to wear them? Gents how did you open up?
    nbninaf nbninaf
    56-60, M
    3 Responses Dec 26, 2015
    deleted deleted
    26-30
    2 Responses Mar 6

    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
    22 Responses Nov 23, 2007
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