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I Am Wearing A Skirt

Personal Stories, Advice, and Support 825 People

    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    MaxSinner MaxSinner 26-30, M Oct 27, 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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    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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    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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    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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    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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    Related Experiences

    Many years ago, I used to live near ‘Windy Wellington’ in New Zealand. One day, I caught the overland rail to town. The city lived up to its nickname – the wind must have...
    Billowingskirts Billowingskirts 51-55, M 1 Response Feb 7

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    I had a co worker ask me why I wear dresses and skirts, she actually said to me why are you dressing so girly. I am a woman and I like to wear dresses and skirts, I don't know why...
    Welllaugh Welllaugh 36-40, F 14 Responses Feb 19

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    I don't think I have to admit I like wearing dresses and skirts! I dream, yearn, desire, and want to wear anything that a woman wears, dresses, skirts, skorts or short-shorts. I'm...
    Cassandrajoan Cassandrajoan 61-65, M 4 Responses Feb 6

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    One time while I was wearing my skirt and heels I tripped in front of a guy and he got to see right up my skirt. I was wearing pink panties to boot, so that made things more...
    AnyaGirl AnyaGirl 22-25, F 2 Responses Feb 22

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    To Impress : ....and so... we now find ourselves in the 'Tarn' of France. Wearing my normal attire - not trousers (pants) thats 'abnormal' for me, Mini-skirt and tights - I drove...
    dambust3r dambust3r 46-50, M 2 Responses 3 days ago

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    Wearing some now with a dress. I just love how they feel on my legs and how they make my legs look. So comfortable and smooth
    Amber2694 Amber2694 18-21, F 13 hrs ago

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    Someone couldn't believe that I wasn't wearing pantyhose. Last week I met a lady, it was very cold and I was in shorts as always cost my parents make me wear shorts all year. So...
    erik2000erik200 erik2000erik200 13-15, M 12 hrs ago

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    Currently wearing Jockey pouch briefs
    CPL22586 CPL22586 26-30, M 9 hrs ago

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    Usually i wear my panties when i get home from work/school but lately I'm wearing them all day and night. I am a sucker for a Victoria's secret sale so i can by more thongs and v...
    thongluvr582 thongluvr582 31-35, M 2 hrs ago

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    Well, i recently split up with my girlfriend and decided no more dressing up so got rid of all my girly clothes. It didn't take long tho until i needed some new underwear...while...
    algina algina 36-40 7 Responses Feb 14

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    So it was just an ordinary day, I was wearing a white tanktop and black pleated above the knee skirt with heels. I usually wear a thong, and that day was no exception (to my horror...
    KKatie93 KKatie93 22-25, F 3 Responses Feb 21

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    Not wearing underwear is the best thing! I started not wearing underwear to parties and sometimes school when I was 16! I'm 18 now and I still don't wear underwear under my skirt...
    rubyroo15 rubyroo15 18-21, F 2 Responses 4 days ago

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    I finally went out in public. It was so, scary, exhilarating, and liberating all at the same time. While the only "female" clothes I was wearing were jeans and a pink thong. The...
    tpc2001 tpc2001 31-35, M 9 Responses Feb 16

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    I started liking dresses when I think the 2nd grade. I was friends with two girls that would always wear fancy party dresses that looked like something for square dancing. I don't...
    Melissa11520 Melissa11520 41-45 1 Response 5 days ago

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    IN MACHO GROUND: Gee! Just looking at my last post.. how depressing I was! Having loads of terrific replies and comments to my pics (s'pecially Stefan) and I thank you all! Today...
    dambust3r dambust3r 46-50, M 1 day ago

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    One of the special things I like about skirts and some women's attire, is the diversity of colors, styles and the mix and match possible. I'll NEVER pass as a woman and never want...
    shadowplt shadowplt 51-55, M 2 Responses Feb 11

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    last night I went out for the first time wearing a mini skirt I had so much fun I had a sales gal to take a couple of photos she must have had more fun than I was she took about 30...
    jerbare jerbare 56-60, M 1 Response 2 days ago

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    There can be many varied reasons for why we wear what we do, some connected with roles such as office or school uniforms and practicality such as clothes you may wear for sports or...
    Joanne0chan Joanne0chan 31-35 Feb 17

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    I finally told someone This is already my 4th story in this group but I have to say thank you to all of you! Your comments on my story encouraged me to tell someone about my...
    ToShareStories ToShareStories 22-25, M 8 Responses Feb 24

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    I have a doctor appt. tomorrow at a female doctor I only see once a year. I am thinking of wearing a dress to the appt. I just bought a new dress and I want to wear it so bad. The...
    mat2Robin43 mat2Robin43 51-55, M 14 Responses 2 days ago

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    Well close anyway. In my teens, I wore clothes intended for my sister. My mom's best friend had a daughter the same age as my sister but much bigger. Her good used clothes were...
    AlbertSAT AlbertSAT 66-70, M 8 Responses Feb 5

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    Whilst travelling I came to Goa and rested there for three weeks. The weather on the whole was pretty calm, but as the afternoon progressed the sea breezes would come up reaching...
    Billowingskirts Billowingskirts 51-55, M Feb 12

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    I am 48 and was married 25 years and wore mostly only tee shirts and jeans. After my divorce I lost from size 14 to 8. I straightened my hair and went with high/low lights, added...
    Sharpi1 Sharpi1 46-50, F 7 Responses Feb 15

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    A short skirt without at a lecture is so nice! I get a trickle down my legs from the excitement. I feel hot and I am fully attentive.
    Rovigatti Rovigatti 18-21, F 2 Responses Feb 17