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I Am Wearing A Skirt

Personal Stories, Advice, and Support 840 People

    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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    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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    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 wear them all the time

    and I enjoy wearing them
    maturemuff55 maturemuff55 56-60, F 15 Responses Jun 13

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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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    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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    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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    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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    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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    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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    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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    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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    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 5 Responses Nov 21, 2011

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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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    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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    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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    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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    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 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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    Related Experiences

    Hi, everyone. I would like to share my Freshman High School memory of witnessing a Schoolgirl's *******. I've told very few people this particular memory but I think I've come to...
    arshyde arshyde 22-25, M 1 hr ago

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    i was hanging with a friend and i was wearing my favorite high rise pink thong and he just laughed at me and then firced me to do stuff for him after his mom gave my the clothes...
    Pantyhoseboy1 Pantyhoseboy1 18-21, T 4 hrs ago

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    I enjoy wearing women's skirts and dresses privately. I have no shame in doing it. It feels so wonderful and outstanding. If society would accept this type of behavior I would it...
    12rak38 12rak38 36-40, M 5 Responses 8 hrs ago

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    When I grew up as a lad, I frequently wore neat little mini skirts. It was most comfortable end enjoyable. When in my pleated mini, I wore panties, white pelerine socks or white...
    littlegreyshorts littlegreyshorts 51-55, M 3 Responses 10 hrs ago

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    This is the skirt I wore today. I'll be sad to take it off at the end of the day.
    KatieTreat KatieTreat 51-55, T 28 Responses 1 day ago

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    I found a new skirt today at the thrift store. It's my second one. I can't wait to wear it.
    hissassy1 hissassy1 41-45, F 1 day ago

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    I love wearing shorts. I am not talking about the below the knee almost pants kind that guys are "supposed" to wear, but the above the knee, end mid thigh kind. I've never been all...
    sabre227 sabre227 26-30, F 2 Responses 3 days ago

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    why do women want to keep looking up my kilt, they keep writing things about not liking men looking up their skirts,so why the double standard??
    Richard161 Richard161 46-50, M 2 Responses 3 days ago

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    I really believe all boys should experience wearing a dress, A feeling comes over you that is incredible, you are happy and friendly, wanting to make others the same.
    CharleeneA CharleeneA 13-15, M 3 days ago

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    Sam my sexy girlfriend loves wearing mini skirts please see comment below
    naughtysamkevin naughtysamkevin 41-45, M 2 Responses 5 days ago

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    Getting ready to go to a swim meet this afternoon. Feeling very fun and confident about the drive and watching swimming. Plan to wear my blue skirt (see my avatar) and heels. Hope...
    shadowplt shadowplt 51-55, M 7 Responses 5 days ago

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    One would find me in either a short skirt and blouse or a short dress when I am out. I do not wear pants to work because I feel it is unprofessional for me to do so. Besides I am...
    femalemusiclover femalemusiclover 46-50, F 9 Responses 5 days ago

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    When going to work and other places, I love to dress up in a short dress or skirt and blouse. With my wardrobe ensemble, I wear hose and my high heels. Being a tall woman, I...
    femalemusiclover femalemusiclover 46-50, F 3 Responses 6 days ago

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    Enjoyed the day driving to the northwoods wearing a denim mini-skirt, pantyhose and red high heels. Hit the trail for a hike in just the mini for a short distance before going...
    feat23 feat23 56-60, M 2 Responses 6 days ago

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    Something usually light on the top, add a light skirt around my waist and then some boots or wedges to keep it a bit more exciting.
    LittleMissBoots295 LittleMissBoots295 18-21, F 6 days ago

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    Wow. Had a very (to say the least) frank discussion last night with my wife. She's not comfortable with the idea of me dressing and wearing women's clothes. She's afraid I'll go...
    shadowplt shadowplt 51-55, M 11 Responses Jun 24

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    I absolutly hate wearing clothes. Wish they would pass a law that would ban wearing clothes altogether. As so as I hit the door the clothes come off. I don't mind being seen nude...
    MIDNIGHTRIDER4 MIDNIGHTRIDER4 41-45, M 1 Response Jun 24

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    The only time I will wear one, is when its very cold like below 20 degrees (Fahrenheit) or I am snowblowing/plowing the long driveway. I have thankfully found alternatives to those...
    GoldenCJ GoldenCJ 18-21, M Jun 23

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    I love wearing ladies chunky aran cardigans buttoned to my neck and I feel really comfortable in them. I have quite a few in dark colours, black, navy blue and grey. I wear them in...
    cardiganlover cardiganlover 61-65, M 2 Responses Jun 23

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    I guess I've been doomed with this curse. I've always had the desire of wearing footed tights, ever since kindergarten. Since college I've always had and worn my collection...
    deleted deleted 26-30 1 Response Jun 22

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    I wear panties most days and for the past year have been wearing a bra as well. I wear my bra if I can hide it under wearing a dark shirt or when wearing a sweater of sweatshirt...
    joansnix joansnix 66-70, M 1 Response Jun 22

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    I'm a boy that likes putting on my sisters makeup 💄 bra panties and high heels 👡 lipstick 💄 dresses skirts
    tmccom123450 tmccom123450 13-15, M 1 Response Jun 22

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    I had several best outfits I wore when I was in my femme mood. But the one I liked the most was my leather skirt, with white blouse, black stockings or pantyhose, black high heels...
    bmg1kel bmg1kel 61-65, T 2 Responses Jun 22

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