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I Am Wearing A Skirt

Personal Stories, Advice, and Support 796 People

    Love Black.... - I love black color , it makes you hot, sexy and elegant at the same time. Keeping those in mind I went for shopping last week and bought two black inner skirts...
    shania0adorable shania0adorable 26-30 2 Responses Jun 12, 2012

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    I Love Wearing Denim Skirts - I love to wear denim skirts. A couple of weeks ago I went shopping at a consignment store and they had a lovely denim skirt.  I grabbed it and went...
    jml2000 jml2000 56-60, M 2 Responses Nov 8, 2012

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    Hey - hey i was just wondering how old you were because i am 14
    thenman thenman 13-15 2 Responses Oct 6, 2012

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    Skirt And Black Tights In Public For The First Time - I am wearing a black cheerleader skirt that has white and gold on the bottom corner on one side with black tights while doing...
    Multiplex4862 Multiplex4862 26-30, M 3 Responses Aug 30, 2013

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    Finally Some Time To Wear My Favorite Skirt! - I have been thinking about it and thinking about it.I see where it is hidden every day and dream of putting it on and swishing my way...
    cdpattyny cdpattyny 46-50 10 Responses Nov 21, 2011

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    I Am Wearing A Skirt - I am wearing a purple skirt with snowflakes design now  and also sissy panties.   They feel so comfy. I wish I could wear them all the time!  It's too...
    aquarius3 aquarius3 61-65 4 Responses Nov 22, 2012

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    My favorite skirts are my schoolgyrl plaid skirts. I have a red, pink, green, and kaki.
    schoolgyrlKaren schoolgyrlKaren 41-45 2 Responses 6 days ago

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    Black Lace In layers - I love this skirt. It is almost ankle length, and made up of four layers of black lace. It has a black leather belt with studs stitched into the belt loops...
    ToiledAraignee ToiledAraignee 22-25, F 4 Responses Nov 12, 2012

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    If Anyone Knows Me... - If anyone knows me, they know usually my outfit consist of Jeans, and a t-shirt, or pajama pants, or a pair of capiries. But NOT today. Today I am wear a...
    deleted deleted 26-30 1 Response Dec 31, 2009

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    Haven't Always Though - It is not unusual for me to wear a skirt.  In fact I wear a skirt almost every day.  I am comfortable in my skirts but I haven't always been this...
    infiniteheart infiniteheart 31-35, F 13 Responses Dec 31, 2009

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    This goes back about 11 years, it was Halloween and I had an appointment to get my haircut. Knowing that the stylists at the salon dressed up for Halloween, I decided that this...
    krisyca krisyca 41-45, T 4 Responses Mar 5

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    Related Experiences

    I want to try wearing skirts but I cant :(
    lostgirlboy lostgirlboy 22-25, M 1 Response Apr 5

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    Mainly I wanted to say that the first picture on this page, the one of both a boy and a girl wearing identical yellow dress costumes was taken by me several years ago at the annual...
    Charlesea Charlesea 70+ 2 Responses Mar 21

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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 16 hrs ago

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    Of Petticoats and Parking Lots When I got married in 1987 the retro fashion of crinoline petticoats had just come into style. I loved the look and comfort of wearing three white...
    BadPam BadPam 51-55, F 3 Responses 2 days ago

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    Today I was able to get off work early and wear my skirt and boots. I wore the skirt in my truck and hid it when running errands. Still skittish about being open with a skirt...
    shadowplt shadowplt 46-50, M 3 Responses Mar 26

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    I love woman in uniforms and would like to find woman who enjoy wearing uniforms
    kevefc kevefc 46-50, M 4 hrs ago

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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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    First off I am a girl. When I was 13 and getting ready for my confirmation my mom bought me my first pantyhose. My older sister showed me how to put them on. I wore pantyhose...
    trojan83 trojan83 26-30, F 4 Responses Apr 2

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    I love this look. It's one of my favourites! Today I wore a white fitted blouse with short slightly puff sleeves and a knee length fitted black pencil skirt. I teamed this with...
    karenhobbs karenhobbs 26-30, T 1 Response Apr 1

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    Case #1 Part two: I am lying bound and gagged on a bed in my schoolgirl outfit. I can’t see or hear anything in this quiet room. The cloth tied around my eyes is real tight...
    schoolgyrlKaren schoolgyrlKaren 41-45 2 Responses 4 days ago

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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 2 Responses Apr 5

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    Today was weird. I had a normal Monday. Up early, Got to work did my job came home. Once home had to take my daughter to guitar lessons then swim team. All the while wearing my...
    shadowplt shadowplt 46-50, M 2 Responses Mar 31

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    Yes I do.. Very much so. I love to show off my long sexy legs in short skirts. I do have some long skirts but don't wear them all that much. Most of the time I'm wearing a short...
    TiffanyMarieLeggs TiffanyMarieLeggs 51-55, T 2 Responses 4 days ago

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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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    The other day I was wearing some nice work clothes, hose and scrub shoes. My wife commented that the shoes were too casual for my attire. Went to breakfast then looked at what I...
    shadowplt shadowplt 46-50, M 1 Response Apr 8

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    Been wearing my flat boots and skirt to work in the past week or so. No one has said anything. Of course I have on guy pants and shirt, but the boots are definitely not "male...
    shadowplt shadowplt 46-50, M 18 hrs ago

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    Yesterday was a fun day for me. I had a long day wearing my skirt, boots and have added hose to the ensemble. Really liking the feel of hose on my shaved legs. Kinda silky, kinda...
    shadowplt shadowplt 46-50, M 3 Responses Mar 23

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    Today I'm wearing a pair of 80 denier black tights with a nice burgundy skirt :) I absolutely love wearing black tights, they look and feel so sexy
    LucyTG LucyTG 26-30, T 4 Responses Mar 18

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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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    When i was at a friends I went to the bathroom amongst the dirty washing was his sisters skirt, i ******** off and put it on, it felt brilliant i had a little dance in the bathroom...
    mike020200 mike020200 16-17, M 5 Responses Mar 20

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    Some times it's fun to walk the dog wearing a skirt, hose and heels. Didn't get to do that tonight. Just walked the dog. Tonight I get to watch tv, and get up early. Rinse and...
    shadowplt shadowplt 46-50, M 3 Responses Mar 24

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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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    I discovered something yesterday....it's fun to bowl in a skirt, even if it's under jeans. I was also wearing hose instead of socks. Makes the bowling shoes more comfortable.
    shadowplt shadowplt 46-50, M 2 Responses Apr 7

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    I believe fathers, uncles, etc. of male appearance will have to start wearing dresses/skirts before boys will be able to. I hear the argument girls/women can wear pants, neckties...
    CdKimmi CdKimmi 61-65, M 3 Responses Apr 10

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    I love the way they feel when they hang off of me and swish around as I'm walking. But I also love the way a short skirt shows off my round buns when I bend over. My wife knows I...
    SamanthaLei SamanthaLei 46-50, M 2 Responses a week ago

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    My favorite thing in the world used to be wearing my sisters clothes whenever I was home alone. She was in college when I was in high school so you could imagine she had a lot of...
    isabellavegara isabellavegara 18-21, M 5 Responses a week ago

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    Today I discovered something.... People don't care what you wear. They care more about the norm and the stereotypes of society. Went out wearing a floral skirt and boots this...
    shadowplt shadowplt 46-50, M 1 Response 15 hrs ago

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    One Sunday I wore a purple dress to church. It was nothing special but it looked nice. After church we went into the Commissary to get a few groceries. We were checking out when I...
    SweetMae SweetMae 56-60, F 27 Responses Mar 21

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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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    is there any better feeling in the world than standing outside on a breezy day wearing a dress or even a skirt with wee cute panites on and just letting the wind blow them up to...
    Pjstuart Pjstuart 26-30, M 8 Responses 5 days ago

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    When i was at a friends I went to the bathroom amongst the dirty washing was his sisters skirt, i ******** off and put it on, it felt brilliant i had a little dance in the bathroom...
    mike020200 mike020200 16-17, M 5 Responses Mar 20

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    Interesting day yesterday . I spent the day wearing knee high hose and regular shoes. (For me regular shoes are what's called "Scrubs") Too cold to wear shorts so I wore jeans a...
    shadowplt shadowplt 46-50, M Mar 24

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    Man stuck in a dress. I had gone dress shopping at a department store wile out of town. I chose four or five dresses to try on. I found the dressing rooms and went in. I tried on...
    mat2Robin43 mat2Robin43 51-55, M 1 Response Mar 27

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    Went to the downtown area last night. It's an event called First Friday. The downtown square opens its doors for shopping, dinning and socialization. Fun event: music (a band...
    shadowplt shadowplt 46-50, M 1 Response Apr 5

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    I do in summer! I was wearing shorts under my dress in case I wanted to mess myself. I was walking my dog and I had the big urge. While my dog was owing, I stood there and messed...
    loveylaura loveylaura 26-30, F 2 Responses 3 days ago

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    Got up early today due to once again having to be into work early. Slipped on my skirt and work clothes, finished my hygiene routine and took off. Wore the hoes under my pants...
    shadowplt shadowplt 46-50, M Mar 19

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    Springtime is almost here! I love warm weather and a short or mid length skirt is the perfect thing to wear on a warm breezy spring day. I love having my legs un-covered after...
    shygirl214 shygirl214 18-21, F 5 Responses 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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    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 6 days ago

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