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I Am Wearing A Skirt

Personal Stories, Advice, and Support 847 People

    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 laundry at a public laundromat also wearing female boots that look like the one Kantinss wears in the film The Hunger Games and a female shirt all 100...
    CaptElenaRisk CaptElenaRisk 26-30, T 3 Responses Aug 30, 2013

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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 into the changing room. Turns out the denim skirt  was too big in the waist.  Oh, well.  I'll just have to keep looking and...
    jml2000 jml2000 56-60, M 2 Responses Nov 8, 2012

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    Working From Home

    I am wearing a short, black pencil skirt for work - with a black lace top, hose and black pinstriped 4" pumps. Just love the feeling and look of the pencil skirt - so classic for work.
    scaff69 scaff69 36-40 3 Responses Oct 15, 2010

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    Doorbell!

    My wife and daughter are having a show break in the capital this weekend. Since they booked in the sumnmer, I had planned to dress while they were away, and bought a pretty sleeveless chiffon blouse to go with a petticoat. However, I didn't reckon for the November weather at the...
    Fullcircle Fullcircle 51-55, F 3 Responses Nov 12, 2010

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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 would be a perfect opportunity to wear a skirt,hose, and heels to the salon. I put on nude shade pantyhose, a knee-length tight...
    krisyca krisyca 41-45, T 4 Responses Mar 5, 2014

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    I love wearing any fem cloths I'm in pink

    panties and a black velvet mini skirt?
    mistysissy mistysissy 41-45, T Dec 23, 2014

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    I Luv Skirts!

    Skirts are always my first choice, denim minis or any kind of pleated skirt.  Especially with leggings and heels, of course!  My fav things to wear!
    denisegurl2 denisegurl2 46-50, T Jul 22, 2010

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    My favorite skirts are my schoolgyrl plaid

    skirts. I have a red, pink, green, and kaki.
    schoolgyrlKaren schoolgyrlKaren 41-45 4 Responses Apr 12, 2014

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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 very sexy Shirt, along with a very sexy, black skirt. I Love it. Its not me, but I feel very comfortable in it :)
    deleted deleted 26-30 2 Responses Dec 31, 2009

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    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, one is lil long and the other one is short net skirt with a stitched bikini inside. I loved already when I was buying...
    shania0adorable shania0adorable 26-30 2 Responses Jun 12, 2012

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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 around the house in it.I do get some occasional fleeting moments to throw it on and look in the mirror before having to slip it off and hide it...
    cdpattyny cdpattyny 46-50 6 Responses Nov 21, 2011

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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. I love it! I am wearing a black denim jacket above it, with underneath just my black leather bra (it has warm cotton cups...
    ToiledAraignee ToiledAraignee 22-25, F 4 Responses Nov 12, 2012

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    Love My Mini

    Right now I am wearing a plaid mini skirt.  I have on a pair of capizio dance tights and 3" heels.  I love the feeling!  I come home normally and put on my skirt, heels, bra and top almost every day to unwind. Sometimes I dont even need to put on hose becuase I was already...
    deleted deleted 26-30 2 Responses May 17, 2011

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    I wear them all the time

    and I enjoy wearing them
    maturemuff55 maturemuff55 56-60, F 17 Responses Jun 13

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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 way. I learned to love skirts while being in a D/s relationship.  He  always wanted me to look my best and he...
    infiniteheart infiniteheart 31-35, F 13 Responses Dec 31, 2009

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    When I am at work I am usually wearing a skirt

    and a blouse. I love wearing dresses when at work too. I include hose and high heels. When not at work I am very casually dressed in shorts and a top and wearing flip flops or going barefoot.
    mominoffice mominoffice 31-35, F 3 Responses May 3

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    Wearing Of Skirts

    I started wearing skirts when I was 23 after buying one to see what it was like to wear a skirt & found out that I liked wearing a skirt so the next month I went out & bought 5 more. I am now 54 & I must have over 40 of them which I could only wear all day for 1 or 2 days a week...
    xdpaul xdpaul 56-60, M Jun 5, 2011

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    Me Too

    Yessss, I wear dresses and skirts, most off all girls-clothes and I'm feeling fine with that
    laikagirl laikagirl 51-55, M Jun 5, 2012

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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 bad some idiots call it gay clothing when a man wears skirts.  I'm not one of those idiots.   I like wearing skirts...
    aquarius3 aquarius3 61-65 3 Responses Nov 22, 2012

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    Hey

    hey i was just wondering how old you were because i am 14
    thenman thenman 13-15 1 Response Oct 6, 2012

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    Related Experiences

    The panties I am wearing right now are pink nylon panties with rows and rows of lace on them. I put them on when my wife and I came back from the swimming pool and am wearing a...
    Niqqi Niqqi 46-50, M 1 Response 1 day ago

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    Just today I was at home with an Asian friend. She was wearing a skirt and doesn't know how to sit ladylike. I was able to snap a couple of pics of her panties. Message me if you...
    deleted deleted 26-30 1 Response 1 day ago

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    Just today I was at home with an Asian friend. She was wearing a skirt and doesn't know how to sit ladylike. I was able to snap a couple of pics of her panties. Message me if you...
    deleted deleted 26-30 1 day ago

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    Tonight I sit at my favorite walking place in my skirt and heeled boots on a park bench. Watching people walk by and often wondering what they're thinking about a guy in a skirt. I...
    shadowplt shadowplt 51-55, M 3 Responses 4 days ago

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    I love leather mini-skirts so much. They can go with just about any outfit. I own many leather and PU mini skirts...all with different lengths and colors. My favorite colors though...
    12rak38 12rak38 36-40, M 4 days ago

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    I`m 49 years old and have known I wanted to dress as a woman since I was 7 or 8 years old,I was never a very masculine boy but I tried to be one to fit in even though I couldn't...
    Sarah2910 Sarah2910 46-50, M 6 Responses 5 days ago

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    I love to wear my skirts as short as I can get away with- for several reasons. The first being that with a really short skirt I show off my long, tanned legs and the secong being...
    Ina1979 Ina1979 36-40, F 66 Responses 6 days ago

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    The skirt and top I had on when I drove into work this morning.
    mat2Robin43 mat2Robin43 51-55, M 9 Responses a week ago

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    I love wearing girls stuff than me
    mahathimahi mahathimahi 16-17, T 2 Responses Jul 27

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    Has anyone here ever heard of this new style of skirts? http://legstyle.blogspot.com/2015/07/skirtcraft-is-new-hotness.html In one word... Awesomeness!
    LegStyles LegStyles 26-30, M 2 Responses Jul 27

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    This is something I know you'll all appreciate! http://legstyle.blogspot.com/2015/07/skirtcraft-is-new-hotness.html
    LegStyles LegStyles 26-30, M Jul 27

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    I dont know if any of you have heard of this, but you're all going to absolutely love it! http://legstyle.blogspot.com/2015/07/skirtcraft-is-new-hotness.html
    LegStyles LegStyles 26-30, M Jul 27

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    just tonight I worked up the courage to step out in a skirt and wedges and walk around the block it was a little scary and got the heart rate going but nothing bad happened was...
    jamie172 jamie172 46-50, T 6 Responses Jul 27

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    Tomorrow, I get on a plane to fly home after visiting my mother in my home town. She's getting up there in the years and finds my transgender experience interesting, though may...
    KatieTreat KatieTreat 51-55, T 7 Responses Jul 27

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    And skirts, bras and panties! Just in private, but I look forward to my mornings when I get some alone time. (With pics) I feel so relaxed... My wife knows but doesn't want to see...
    SamandLynda SamandLynda 46-50, M 10 Responses Jul 25

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    I guess I officially joined the year round union suit club. Dan pointed out to me the other day that while I had thrown out all of his other underwear last winter, I still had all...
    Joeregularguy Joeregularguy 46-50, M 3 Responses Jul 25

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    This style of skirt was my standard skirt when I grew up. I still like to wear one. Indeed as I type this I am wearing a short green plaid skirt. They are very smart for boys...
    littlegreyshorts littlegreyshorts 51-55, M 7 Responses Jul 24

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    wearing one of my nice jean skirts is always fun I feel cute and with fresh shaved legs even better. I enjoy the sensation of any skirt sliding on my skin.
    whitwhit86 whitwhit86 26-30, M 5 Responses Jul 24

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    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...
    familycamping familycamping 31-35, F 6 Responses Jul 23

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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...
    jzilber jzilber 31-35, M Jul 23

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    Since my very first time seeing a commercial for pantyhose in the early 70's my admiration for L'eggs products has been the mainstay choice for my pantyhose needs. The commercials...
    iahoseman iahoseman 36-40, M 1 Response Jul 23

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    a skirt worn with out knickers is just the best. I think it should be the law.
    jackbiker jackbiker 41-45, M 3 Responses Jul 22

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    I love the way short pleated skirts swish about when I walk quickly and how the flare up as I quickly sit down .Plus on windy days the blow up in the air which is great when I am...
    GIRLIEPAM GIRLIEPAM 22-25, F 2 Responses Jul 22

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