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I Am Wearing A Skirt

Personal Stories, Advice, and Support 818 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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    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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    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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    Skirts Rock

    Though I have a load of dresses, I have twice as many skirts, and generally wear one on a daily basis. I love the mix and match capability of the skirt and sometimes even change my top halfway through the day, just because I can. That can't be done with a dress. And if I'm going...
    josilver josilver 56-60 1 Response Sep 10, 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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    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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    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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    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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    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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    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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    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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    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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    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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    MaxSinner MaxSinner 26-30, M Oct 27, 2014

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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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    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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    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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    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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    Related Experiences

    I love skirts I have mostly worn short ones which are great cause they let everything breath. I love how it feels when you sit down with a skirt on!
    LexyCD LexyCD 18-21 Dec 27, 2014

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    I'm definitely a fan of wearing skirts, particularly the shorter ones. I guess I'm known around my school for having a tight, short skirt. I end up in detention quite frequently...
    LeahUK LeahUK 13-15, F Jan 11

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    I know a lot of girls prefer to wear pants, but for me, skirts are almost always nicer to wear. If you don't wear a fitted skirt, I find my legs can move more easily when I'm...
    YuEvans YuEvans 18-21, F 4 Responses 4 days ago

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    I don't know what pantyhoses are, but I already hate them. I don't like wearing skirts and dresses; I feel naked. And when the horny wind blows and lifts it up, they practically...
    SweeterThanToblerone SweeterThanToblerone 13-15, F Jan 5

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    As biologically male, I love wearing skirts!! I envy females cause my area gets way too Hot down there and needs cold air to freshen if up often!! I HATE Pants!! It's just Wrong...
    AsianTransGirl AsianTransGirl 26-30, T Dec 29, 2014

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    ...a sincere "hi" to all my readers: My very good Italian friend commented that if "France is bad - you should see Italy!" (regarding wearing skirt & tights). .... I speak on...
    dambust3r dambust3r 46-50, M 3 Responses Jan 17

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    I love girls clothes as much as the next person on this experience and it all started several years ago when I was 10-11 years old and I don't know why this started and I don't...
    StarcraftsSwarm StarcraftsSwarm 13-15, T 2 Responses Jan 9

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    Yes I do love wearing women's clothes. I love wearing those see through tops with a nice colorful bra under it. I love wearing a skirt with no pantie or some times I'll wear a...
    serinalynn serinalynn 61-65, M 8 Responses Jan 4

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    I have worn women's clothes since I was very young. About five years ago I decided I didn't want to hide it any more so I came out about it. I approached our HR department and...
    peteorpen peteorpen 61-65, M 1 Response Jan 6

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    So yesterday I went out in public wearing opaque plum coloured tights and a black skirt, shirt, jumper and flats. I walked through the village to the local shop to buy some beer...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 5 Responses Dec 30, 2014

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    Wearing dresses at home There are only a few occasions I'm wearing dresses in public: On halloween or other opportunities where it is "normal" or somehow accepted for men wearing...
    ToShareStories ToShareStories 22-25, M 12 Responses Jan 14

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    I love modesty! I always feel so feminine in my skirts and have noticed people treat me more like a lady when I am in public. Boots in the winter and sandals in the summer go...
    bobbieshae bobbieshae 41-45, F 4 Responses Dec 30, 2014

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    I actually own a black pvc mini skirt that was given to me by my ex girlfriend. She got it as a gift, but for some unknown reason didn't like it and never wore it. Anyway we...
    nylonbritches nylonbritches 51-55, M Dec 30, 2014

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    I had to go to the storage unit and drop some things off and pick up some other things. I put on my bra under my Hawaiian shirt on the way over. When I went in the office I think I...
    Sharon03 Sharon03 56-60 7 Responses Jan 9

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    New Years Eve 2014 My wife and I have spent the three previous New Year’s Eve nights out of town at small hotels. Each of these hotels had a small lounge and a party to bring in...
    1SarahAnn 1SarahAnn 46-50, M 3 Responses Jan 6

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    Well yesterday was a fun day. Cleaned the house while wearing my favorite skirt and heels. Played with eye shadow (I really suck at make-up). Watched some movies and did a whole...
    shadowplt shadowplt 46-50, M 2 Responses Jan 11

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    have a friend that has recently started to dress and he has found out that I crossdress. A few weeks ago he asked if he could come over and watch football since he doesn't have...
    cdjo cdjo 41-45, M 18 Responses 6 days ago

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    I begun to dress as a Girl early my 9 or 10 years but knowing that it was a "sin", always where in secret. When I reached 14 year old, I got my first best friend (a Girl called...
    L0yd L0yd 31-35, M 7 Responses Jan 6

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    ...went shopping with DD this morning in Avignon. I wore a black denim 12" Mini-skirt, red polo shirt, black boots and 40 denier sheer black tights. (see my pics "most recent...
    dambust3r dambust3r 46-50, M 1 Response Jan 6

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    I'm having a debate with myself this morning. Tonight is league bowling night. That means guys, bowling and beer. It's a highly testosterone involved environment. I think it would...
    shadowplt shadowplt 46-50, M 9 Responses Jan 15

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    It was the least I could do on a cold work day is wear my sun tan Sheer Energy pantyhose. I love the feel on me silky smooth legs. Especially when I wear them all day. It's a nice...
    marcycd12 marcycd12 41-45 4 Responses Dec 29, 2014

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    weather I'm at work or out partying or drinking, I love not wearing underwear. short skirts are the best so when working, I can bend over and flash to tease my men colleagues, or...
    CheatingTracy CheatingTracy 22-25, F 35 Responses Jan 5

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    ... C'mon fellas... if a few more of you were like me and took the bull by the horns and wore your skirts and tights (pantyhose) out and about we would be seen as normal. I give it...
    dambust3r dambust3r 46-50, M 4 Responses Jan 7

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    I do agree, I think that all boys, at least at some stage of their lives, should be allowed to experience how wonderful wearing cloths made for girls could feel. They should be...
    mizmaid mizmaid 36-40, M 5 Responses Jan 11

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    Hello to all! Yesterday we had our Camping car neighbours over for lunch. During our French/English conversations I mentioned how many Women complimented me on my legs back in...
    dambust3r dambust3r 46-50, M 1 Response Jan 16

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    Today is one of those days I really enjoy. This morning I shaved legs, chest, arm pits, face and neck. Feels wonderful to be smooth. My wife had to work. She's a teacher and has...
    shadowplt shadowplt 46-50, M 4 Responses 1 day ago

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    I had a dream last night that I was with my friends that are girls, and somehow they found out I like wearing girl's clothes, and started getting excited about it. They took me to...
    WalterStuart22 WalterStuart22 18-21, M 1 Response Dec 30, 2014

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    If wearing Chef Dansko's are considered heels then yes I wear heels! I wear Dansko's with my skirt too!!
    AsianTransGirl AsianTransGirl 26-30, T Jan 9