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I Love Wearing Skirts And Dresses

Personal Stories, Advice, and Support 245 People

    Skirts And Dresses

    They make me feel more feminine and pretty. Especially with the right pair of shoes :) Long and flowing skirts and dresses are my favourite, but I really don't mind what style really.
    kes36 kes36 22-25, F 1 Response Aug 17, 2012

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    Dressing So Girly While Exploring My More Feminine Side

    As of right now I own 3 dresses, a skirt, a feminine top, and 5 pairs of high heels and plus a purse.
    saraashley saraashley 31-35, F 27 Responses Aug 27, 2012

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    I'm a sales rep. at Macy's.

    The one thing I like is I can wear a dress everyday. I always wear a black dress with a black shirt, black polo short sleeve in the summer a long sleeve turtleneck the rest of the time. I also wear black shoes and black knee-high socks all year around. The only thing I don't...
    deleted deleted 26-30 2 Responses Aug 20, 2015

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    So tomorrow is my date with Tj,

    you guys may remember we met up at that speed date, so we ended up having sex that night, I do love wearing skirts and dresses, you guys all know this, so I was trying to think about what to wear for our date, we decided to go just to an normal restaurant, so do you guys have...
    deleted deleted 26-30 5 Responses Jun 11, 2015

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    i always wear skirts

    and it makes me feel pretty and people call me cute sometimes and it's just makes my day
    strawbby strawbby 13-15, F Aug 23, 2015

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    Related Experiences

    I have tried wearing all types of lingerie, but the only ones that have stuck are panties. I love the feel of them as they move around under my jeans. I started off wearing my...
    anotheritguy anotheritguy 31-35, M 2 Responses 1 day ago

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    When did you start or try wearing pantyhose? I did from the time I was about 6 or 7 I found it something I wanted to do. Now it comes and goes from time to time. Just really like...
    lakerider lakerider 56-60, M 2 days ago

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    I never take it off! I wear it all the time! When I'm home, in bed, shopping, working out! I love wearing it so much!
    deleted deleted 26-30 2 days ago

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    Wearing a fresh pull up right now. Should I be a good girl and keep it dry or do a peeps in it?
    allisonrae allisonrae 22-25, F 3 Responses 2 days ago

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    I've been wearing women's panties and women's alfani tank tops under my clothes and it feels amazing. It's so comfortable and also makes me so excited. anyone else do something...
    marabs111 marabs111 36-40, M 7 Responses 2 days ago

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    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...
    sissyboyteen sissyboyteen 13-15, M 2 days ago

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    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...
    sissyboyteen sissyboyteen 13-15, M 2 days ago

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    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...
    sissyboyteen sissyboyteen 13-15, M 2 days ago

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    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...
    sissyboyteen sissyboyteen 13-15, M 1 Response 2 days ago

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    I try to wear them whenever I get a chance that is when I am home. Being able to slide into a pair of my heels is an adrenaline rush. Being a guy and the status quo "of guys are...
    Platforms Platforms 46-50, M 2 Responses 3 days ago

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    Wearing a corset tonight at work. See how long I can me it
    SweetSarahSawyer SweetSarahSawyer 46-50 1 Response 5 days ago

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    in the summer I do it all the time! its fun to ''accidentally'' bend over too far so people can see what's underneath! :)
    sexxibaby4u sexxibaby4u 18-21, F 9 Responses 5 days ago

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    I love wearing female underwear the silk and satin material is the best they're much cuter and much more comfortable than men's underwear women are so lucky they have so many...
    satinlover1958 satinlover1958 56-60, M 5 Responses 5 days ago

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    I am merried indian man i like to wear female clothes specially saree I was wearing saree from my age of about 10 years I offen wear my mom 's saree when i alone at my home...
    surekharpandya surekharpandya 26-30, M 5 days ago

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    Love my new mini skirt please see comment below 
    Naughtycuckold Naughtycuckold 41-45, F 7 Responses 6 days ago

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    Tonight I'm wearing a long pink nightie over pink satin bra and panties.....maybe a little self bondage to help me sleep. Wish someone was here to take advantage of this xxxx
    playfulanddaring playfulanddaring 46-50, T 2 Responses a week ago

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    Tbh I could die in an American Apparel tennis skirt and I think that would automatically make it a fortunate death. 👍🏻
    spoiledsweetforever spoiledsweetforever 18-21, F 5 Responses Jan 27

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    I love the feeling of wearing pantyhose under my jeans or slacks. Ever since I was forced to wear pantyhose I loved it from the beginning. I love the sensation when I walk and...
    bcsissy bcsissy 61-65, T 3 Responses Jan 27

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    When you have nice legs and enjoy showing them off miniskirts or micro skirts and dresses are the greatest thing ever. I wear them all the time, possibly under a longer coat...
    amandatrane1 amandatrane1 51-55, T 3 Responses Jan 25

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    Putting on my thigh high boots is always exhilerating. They are black platform stilettos with a 6" heel. Pulled over my dark denim skinny jeans the snug feeling is fabulous. They...
    Platforms Platforms 46-50, M Jan 24

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    i love wearing silky nighties feel so good against my body
    rogerbryant12 rogerbryant12 51-55, M 1 Response Jan 24

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    Been wearing my Skirts, by gender they are Gentleman's Skirts, for thirty years. No one has time to bother what I wear. I like to look smart or casual. definitely a man in a Skirt...
    kiltiekid kiltiekid 66-70, M 1 Response Jan 24

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    It is cold and snowing out so I am at work wearing my black tights under my jeans.
    Jazonx Jazonx 36-40 1 Response Jan 23

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    I love wearing lace panties and thongs
    Vampyre76 Vampyre76 36-40, F 4 Responses Jan 22

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    i am wearing one right now ! :D :) ^_^ . its got purple straps n a little purple bow in the middle ! ... not relly a bra . like lika a lingirie top thats the shape of a bikini top...
    CalandraBelle CalandraBelle 36-40, M Jan 22

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    I do feel good wearing high heels. I can see why women love the way their legs feel and look in them. They feel slim and I can feel my walk definitely changes when they are on. But...
    ReneeTalley ReneeTalley 51-55, M 4 Responses Jan 21

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    Transvestites, If you where not wearing a dress what would give away that you are a transvestite, do you act like a woman and walk like a woman when going about life dressed as a...
    deleted deleted 26-30 5 Responses Jan 21

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    Loving the school girl look lately. Black and white tartan skirts with a shirt and a choker along with knee high booties!
    EverlyLeex EverlyLeex 18-21, F 2 Responses Jan 20

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    theyr out of stock on purple schoolgurl pleat skirts . iv had to acept payin moar for a green one . i hope its cwutez .. :/ i jus want my stuf alredy ... :P
    CalandraBelle CalandraBelle 36-40, M Jan 18

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    This is my LBD. and I really love it makes me feel like a real women
    LeighR LeighR 51-55, T 10 Responses Jan 17

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    I love the attention and looks I get wearing one of mine. I make sure to cut them short enough to leave the bottom's of my Boob's showing. Most of mine are see thru also. I get so...
    denverkellykavan denverkellykavan 26-30, F 17 Responses Jan 16

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    I own a pair of black PU thigh high boots. I love them so much. They are so comfortable and gorgeous looking. Also I think thigh high boots are so SEXY. The thought of having them...
    12rak38 12rak38 36-40, M Jan 16

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    I went out all dressed yesterday. Wearing this outfit except I didn't wear any panties(giggle). Am I a bad girl?! Oops, can you my girly bulge?
    deleted deleted 26-30 5 Responses Jan 16

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    I love wearing women's clothes. There are so many different types of clothes for women. That is why I know I love wearing them. It is very clear that women have alot more options...
    12rak38 12rak38 36-40, M Jan 15

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    I went to Switzerland once for a business Trip and noticed in the clothing store they sold these denim shorts for men with a short inseam of about 5 inches, I was thrilled, they...
    jameson1992 jameson1992 46-50, M 2 Responses Jan 15

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