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I Am Wearing A Skirt

Personal Stories, Advice, and Support 829 People

    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 26-30, F 2 Responses May 3

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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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    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 9 Responses Nov 21, 2011

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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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    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...
    Multiplex4862 Multiplex4862 26-30, M 4 Responses Aug 30, 2013

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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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    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 4 Responses Nov 22, 2012

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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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    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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    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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    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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    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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    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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    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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    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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    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 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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    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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    Related Experiences

    I prefer wearing skirts! I am having trouble finding a dress and bras my size
    ChessiSometimes72 ChessiSometimes72 51-55, M 4 Responses Apr 22

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    A couple months ago i mentioned to my wife that I was curious about expanding my pantyhose wearing to skirts and shoes. She didnt seem to keen on the idea but said ok. A couple...
    curioustxn curioustxn 36-40, M 2 Responses 1 day ago

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    I recently got a tutor for my accounting and commerce subject and my tutor is this really sexy asian woman. She's around her mid-30s and looks amazing. She's got the sexiest short...
    ImperialBiscuit ImperialBiscuit 18-21, M May 2

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    I also wear dresses & skirts, I'm sat in hotel room, wearing red skirt, stockings and panties. Tomorrow I intend going into town and buying a LBD.
    simonsteane simonsteane 46-50, M 3 Responses 5 days ago

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    I am wearing my grey panties with white love hears, black trim, black lace and white bow.Actually I feel in a good mood, I'll send a picture :)Love Sophie
    Iamconfused1 Iamconfused1 22-25, M 6 hrs ago

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    What a wonderful day it is here in Ok. Sunny, warm and most importantly, NOT windy. A perfect day to wear a skirt and heels while car shopping. I drove to OKC to price some cars...
    shadowplt shadowplt 51-55, M 6 Responses Apr 25

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    I joined this site just to share my story. Ever since I was old enough I have loved pantyhose/stockings. I love everything about them the feel, the look, the smell, everything. Up...
    hoseman88 hoseman88 26-30, M May 11

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    My first time wearing a dress was when I was 14. I put on a black dress with stockings. I knew then I was different and had a female side. I enjoyed more and more as I started...
    bmg1kel bmg1kel 61-65, T 3 Responses 2 days ago

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    Ok. I don't mind if boys wear summer skirts. Good luck to them! I like summer skirts because they are so cool. I am wearing one tonight.
    deleted deleted 26-30 3 Responses Apr 23

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    Tonight I did my usual 2 mile walk. I was wearing my skirt and heels. The breeze was enticing on my legs as my skirt swirled around my ankles and heels. What a fun walk.
    shadowplt shadowplt 51-55, M 2 Responses Apr 26

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    Today I put on my Wolford 20 sheer hose and a black denim skirt with flats. My wife wanted to visit her friends house but wanted me to drive her there so I had to take her there...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 19 Responses 1 day ago

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    when I was 15 I was sitting in class, this girl I had a huge crush on was sitting to the right and behind me. she'd sit in her chair sideways so basically she right in line with...
    BigChamp BigChamp 41-45, M 2 Responses Apr 27

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    I went on a road trip from SD to Memphis wearing a skirt and heels had no problem what a great time
    jerbare jerbare 61-65, M 5 Responses Apr 30

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    Ive never seen a girl whi acctually enjoy teasing guy with there mini skirts and no panties if u line that messege me i wanna hear stories about it
    joeslincer17 joeslincer17 18-21, M May 1

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    Oh how i love Pencil Skirts!! the feeling of the material hugging tight to my body. I love how they make me feel almost trapped in them. i love to wear a tight fitting stretch top...
    deleted deleted 26-30 May 9

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    Do you love wearing dresses and skirts and what color are they do you haveLong or really long hair and do you wear plain or fancy hair clips hair barrettes bobby pins flowers and...
    PonyTailsGirl24 PonyTailsGirl24 46-50, F 7 Responses a week ago

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    I went to the city today looking for a denim skirt with pockets. I'm tired of having to wear skirts and then hand carry my wallet and phone. I went in my red skirt and heeled boots...
    shadowplt shadowplt 51-55, M 7 Responses 6 days ago

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    Hanging around the house kind of day in my leather skirt:)
    JennyTom JennyTom 36-40, F 2 Responses Apr 26

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    I am tied up wearing this outfit today... My little pink schoolgirl miniskirt, red turtleneck, white cable knit knee socks, and black shoes.
    schoolgyrlKaren schoolgyrlKaren 41-45 2 Responses Apr 30

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    Listen up! Ladies I just brought 2 of the cutest doll dress you ever want to see. 1st choice one has multi colors coral, pale blue black and a tab bit of white. I have a coral...
    Babeondwy Babeondwy 41-45, F 2 Responses May 2

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    I just got a text from my friend reminding me that I committed to a golf tournament tomorrow. He's a burly, barrel-chested, manly - man with a heart of pure gold and knows nothing...
    JessicaDale JessicaDale 51-55 7 Responses May 8

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    Today I went shopping at a Shopko store near my house. As I do each time I go in this Shopko, a walk through the ladies clothing section is a priority. I got 2 ladies tops and a...
    serinalynn serinalynn 61-65, M 3 Responses 4 days ago

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    I once heard of a boy who wore a skirt to school. He was in trouble at school but good luck to him. We have to wear skirts except if it is very cold.
    deleted deleted 26-30 1 Response Apr 23

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    I own 2 pairs of pants for extremely cold weather and outside work thsts hard in a long skirt. My skirts least come to midway between my knees and ankles. I was raised to be a...
    sassygirl15 sassygirl15 13-15, F 2 Responses Apr 25

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