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I Love Wearing Skirts

Personal Stories, Advice, and Support 482 People

    Ok, I Know I've Already Said On Here That I'm A Jeans And T-shirt Kinda Girl, But....

    I love wearing skirts. Don't get me wrong, I love wearing a comfortable pair of pants and a regular shirt or blouse around the house, it's more practicle and allows more range of movement with less embarassment (especially some of the positions I lounge in). And it's hard work...
    AngelaDark AngelaDark 31-35, F 1 Response Aug 21, 2011

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    Wearing A Skirt

    I do like to wear denim skirts. I prefer wearing the longer maxi length skirt. I love the feeling of the breezes blowing around and under the skirt. I love the look of the skirt. I'll pair the skirt with some leggings. In the cooler weather I like the feel of tights. I...
    jml2000 jml2000 56-60, M Jun 10, 2013

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    ~ Skirts ~

    different perspective when people look at skirt length...i love all kinda skirts..as long as i have good body to carry it:)...
    Evangeline1985 Evangeline1985 26-30 1 Response Feb 3, 2013

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    I Enjoy Wearing Skirts

    I recently started wearing clothes that were deemed for women only. I love the feel of a skirt when I am walking around in my apartment. I feel the girl in me getting to come out when doing so. When I am not in a skirt I don't feel right...
    saraashley saraashley 31-35, F 4 Responses Aug 27, 2012

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    I Really Like To

    I really love to wear a skirt in the summer time than shorts but there would be problem for me because I think it would alienate lot of family and friend that don't understand a skirt very comfortable and practical and should be a unisex garment to wear just like pants than again...
    notech64 notech64 41-45, M 7 Responses Jan 13, 2011

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    Mr

    well here goes first i think it is grate to no there is men out there who feel the same has me my first time is when i was invited to a party him to be her you know that kind of thing so that was the first time i put a skirt on and it was so grate to were in the hot summers day i...
    colinroberts04 colinroberts04 46-50 Nov 8, 2010

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    They Hide Everything!

    I love wearing skirts in the summer.   Nothing screams summer more to me then walking around in a summer skirt and flip flops.  The plus side to wearing skirts is that you can gain weight and have some extra padding on the hips and the skirt covers it all. ...
    reachin4goals reachin4goals 31-35, F 4 Responses Aug 3, 2007

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    My First Skirt Experience

    I've been into skin tight ladies clothing for many years. I have an obsession with panties and more recently wet look leggings, I've bought several pairs to wear around the house when doing the chores. Recently there has been a lot of flared, shiny 'skater' style skirts, which I...
    bonzodog bonzodog 56-60, M May 30, 2013

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    No More Pants, I Wear Skirts Exclusively

          I have gotten rid of all of my pants.   I now own over 25 skirts, its all I wear anymore.  I can't really understand why more guys don't wear them. They are extremely comfortable.  They are substantially lighter then pants or...
    bobbie13 bobbie13 56-60, T 3 Responses Sep 5, 2010

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    ~ My New Skirt ~

    if you dont have skirts? try this?
    Evangeline1985 Evangeline1985 26-30 Feb 7, 2013

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    I Love Wearing Skirts.

    I love wearing skirts because they are really comfortable. I wrote "Man Enough to wear a skirt and Woman Enough to wear a beard." I forgot to mention that I have a pair of black go-go boots that I wear with my double and gray. I can't believe it's been two years. The teenage boy...
    skirtmaster skirtmaster 61-65 2 Responses Oct 17, 2009

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    Elegant And Graceful

    Long skirts that flow through the wind as you walk. When you twirl it spins with you. While you dance it moves to your rhythm like it has a dance of it's own. It shields you from prying eyes. They make a man have to imagine what you look like. The are elegant and very "lady like...
    Caitlinsmith1636 Caitlinsmith1636 18-21, F Feb 11, 2013

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    So Many Different Styles

    I love to wear skirts. I think they are great and can be sexy. I like the comfort and freedom of my skirts. The cool air that can go up them. I am a male and I love to wear skirts.
    Adam59 Adam59 56-60, M Mar 30, 2013

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    Related Experiences

    I want to try wearing skirts but I cant :(
    lostgirlboy lostgirlboy 22-25, M 3 Responses Apr 5

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    I realise now that I love wearing pantyhose. I'm a straight guy but still love them. Seems weird to some people but would love it if any girls were interested in guys wearing...
    gamer07 gamer07 18-21, M Apr 15

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    I love wearing my moms leather ballet boots they make me feel so tall and I feel sexy in them
    shelbss shelbss 18-21, F 3 Responses Apr 5

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    I just love wearing thongs so much <3 it's the best
    ThinkDiff ThinkDiff 18-21, M 2 Responses Apr 5

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    It's been just over 6 months that i bought my first panty and i just loved wearing em .. it adds so much of spice...
    kinkyethan kinkyethan 26-30, M Apr 15

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    I love the winter -- not only because I HATE any outside temperature that exceeds about 55 degrees (which is surprising, considering I'm from Georgia!!), but because I love wearing...
    Boulier Boulier 16-17, F a week ago

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    I just love wearing sexy underwear, particularly nice lacy bras and cute little silky panties (see my pics). I wear them often as they make me feel sexy, I guess it's just my...
    Julie957 Julie957 51-55, M 3 Responses 6 days ago

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    I'm a boy who LOVES wearing higheels and other women stuff, I have one special outfit that I love : white bra, pink panties from victoria's secret, black leggins, beige blousse and...
    Girlyprincess1401 Girlyprincess1401 13-15, M 1 Response 4 days ago

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    Love wearing my spiked 6" heels to make my Daddy a happy man!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 4 days ago

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    I absoutly love wearing kinky oufits,! I would wear them for my boyfriend if he would want me too!! He doesn't like things like that so I never get to!!
    Mindyb123 Mindyb123 26-30, F 14 Responses 3 days ago

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    Hello everyone, I just ordered my first pair of VS pink yoga pants and am anxiously awaiting their arrival. I love wearing women's clothing it makes me feel sexy. I would...
    thom2332 thom2332 22-25, M 1 Response 1 day ago

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    I love to wear a skirt when I get the chance, it's such a welcome change from wearing trousers all the time. When I'm at home on my own I love putting on one of my short pleated...
    Julie957 Julie957 51-55, M 6 days ago

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    I'm loving the short skater style skirts at the moment. I have several in different colours. They are lovely to wear but also a little risque, especially when it's a bit breezy and...
    karenhobbs karenhobbs 26-30, T 4 Responses Apr 1

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    Every since I was in 4th grade I'd occasionally go into my sister's (who's 3.5 years older than me) bathroom to wear her underwear and (training) bras. Then when I was older in...
    BlackHedgehog24 BlackHedgehog24 16-17, M 3 Responses Apr 5

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    I wear it almost like muslim women wear theirs. I'm not muslim but, I have read the Quran before and think that its a great piece of clothing. I wear it for the same reasons in a...
    reeree2012 reeree2012 22-25, F Mar 24

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    Do you like these two pleated skirts of mine? It's great that pleated skirts are on trend this season--- that means we can stock up on them because they have never been and will...
    fashionista94305 fashionista94305 31-35, F Apr 2

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    I'm loving the short skater style skirts at the moment. I have several in different colours. They are lovely to wear but also a little risque, especially when it's a bit breezy and...
    karenhobbs karenhobbs 26-30, T Apr 1

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    Pleated skirts are pretty and currently trendy. The only problem is, they tend to optically magnify your midsection. This used to bother me, but I've figured out a solution since...
    fashionista94305 fashionista94305 31-35, F Apr 2

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    Pleated skirts are pretty and currently trendy. The only problem is, they tend to optically magnify your midsection. This used to bother me, but I've figured out a solution since...
    fashionista94305 fashionista94305 31-35, F Apr 2

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    When I was about 7, my brother and I received one gold chain each as a gift from a close family friend. Our parents thought that we were too young to wear something so valuable so...
    deleted deleted 26-30 Apr 11

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    Yea, it's not what it sounds like. Don't get me wrong, if I go to the store and see a shirt I like in the guys section, you best believe I'm getting it and I will wear it. I've...
    SylenaEverlasting SylenaEverlasting 13-15, F 4 Responses Apr 7

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    I haven't posted on here in a while but a lot has happened since :). Me and my gf broke up so now I'm stuck wondering if there will be another girl to accept my panties and such...
    pantyboy94 pantyboy94 18-21, M 5 Responses Apr 1

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    I have been in love with wearing pantyhose ever since i can remeber. I would sneak and put on my moms hose when she was at work. when i got my drivers license i could go and buy...
    Hoselover2014 Hoselover2014 31-35, M 1 Response Mar 28

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    I so love summertime bikinis and tanning i used to wait until the neighbors would leave For the day i would put on a skimpy top and Daisy-dukes and a sheer pair of hose and grab...
    jennylace jennylace 56-60, F 1 Response Mar 31

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    This past weekend I decided to go shopping for shoes. I was dressed in skinny Aztec print jeans with knee high boots with 2.5" heels, a white ruffle blouse and a short black...
    Brandie1960 Brandie1960 41-45, M 2 Responses Apr 2

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      Been into wellies since I was about 5-6yrs old. Playing with my cousin one summer he loved going into mud, wearing wellies everyday then making me sniff them!!! Odd I know...
    Wellytom Wellytom 51-55, M a week ago

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    If I'm not wearing diapers I'm in my bra, and panties!!
    sexual445 sexual445 26-30, M 3 Responses Mar 31

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    Lately I've been more open about my crossdressing. I'm still subtle about it but I've been going dressed in leggings and yoga pants more and more. I'm still afraid of the looks I...
    pantyboy94 pantyboy94 18-21, M 3 Responses Apr 5

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    This morning I felt the urge to wear my jet black high waist pantyhose and one of my wife's dresses and the brand new black patent leather pair of pumps I just bought, when I had...
    wtbwoman wtbwoman 41-45 3 Responses Apr 7

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    I experienced an awesome thing yesterday :) I let people no that I like wearing pantyhose :) and since doing it I meet this girl on this website and have been messaging her since...
    gamer07 gamer07 18-21, M 5 Responses a week ago

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    I love High heels I love how they manage my legs look and i love the way my hips sway as I'm walking. They are my number one weakness. I love them think i have over 40 pairs but...
    deleted deleted 26-30 3 Responses Apr 3

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    Those corsets that cinch tight, showing off your curves and leaving your bottom exposed in scantily clad panties. There’s the leather with buckles on the sides and holsters for...
    iridescentgurl iridescentgurl 13-15, F 5 Responses Apr 12

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    I do to . I love support hosiery.
    drivingucrazy drivingucrazy 41-45, M 1 Response Mar 24

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    My favourite pair of high heels are purple suede with one inch platform and five inch stiletto heel and thin ankle strap. They are just gorgeous and I love to wear them out and...
    karenhobbs karenhobbs 26-30, T 5 Responses Mar 25

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    Having a fantasy like this and willing to come out with your self. I would love to train you :)
    QueenIsabella27 QueenIsabella27 26-30, F 1 Response Apr 2

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    Im a straight male who has a son and 100 % loves women, but I have this crazy obsession with women's clothing but mainly tights. I hate the fact that I come under the title of a...
    opaquelover100 opaquelover100 31-35, M 5 Responses Apr 11

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    I am enjoying the lovely bank holiday weather in my bikini in the back garden. When I got on the lounger I removed the top so I'm working on my tan in just my bikini bottoms...
    LucyTG LucyTG 26-30, T 4 Responses 5 days ago

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    I don't care what people say. I'm not gay or bi, but I love panties, bras, and sexy lingerie.
    TheDaringWolf TheDaringWolf 16-17, M 1 Response 5 days ago

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    Anything comfortable is great I love to relax in cool soft outfits
    theluckyduck theluckyduck 26-30, M 1 day ago

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