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I Am Wearing A Skirt

Personal Stories, Advice, and Support 820 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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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 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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    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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    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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    Related Experiences

    Let me wear one for you, message me, ask for pictures, let me share my love of feminine wear with you, be my friend, accept me, let me be yours
    ForeverMe88 ForeverMe88 18-21, M Apr 15

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    So tonight my parents went out of town so it was a total girls night for me. I've been trying to wear panties everyday for about a week now, so today I was already in my cute...
    CDcarly CDcarly 22-25, M 6 Responses Mar 29

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    I love that the weather is getting warmer and I get to see more women wearing skirts and dresses, showing off their beautiful legs. Makes a man's mind rage with questions and...
    avgjoe71 avgjoe71 41-45, M Apr 6

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    I prefer wearing skirts! I am having trouble finding a dress and bras my size
    ChessiSometimes72 ChessiSometimes72 51-55, M 2 Responses 2 days ago

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    Wearing these La Senza Black See Thru Knickers today.
    Smallpanties Smallpanties 36-40, M 2 hrs ago

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    To add to my experiences: Yesterday I went out to find some new work shoes. I like wearing ankle high boots. I find them attractive and comfortable. I've not had too much luck in...
    shadowplt shadowplt 51-55, M 3 Responses Mar 26

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    I love dressing up and wearing either a short dress or a short skirt and a beautiful blouse. I love wearing hose and high heel shoes.
    singleredheadfemale singleredheadfemale 41-45, F 4 Responses Apr 10

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    I am thinking about wearing a blue jean pencil skirt on a road trip from SD to DEGA in 2weeks it takes us 18 hrs to do the trip. It would be three of us my 40 year old son and his...
    jerbare jerbare 56-60, M 3 Responses 4 days ago

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    i love my girlfriend sam wearing mini skirt please see comment below
    naughtysamkevin naughtysamkevin 41-45 1 Response 11 hrs 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.
    blodynhj blodynhj 13-15, F 2 Responses 1 day ago

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    Like many of you I really like wearing dresses. My favorite is an a-line bodice with short sleeves and having a full skirt. I cherish the task of having to zip up the back of my...
    deleted deleted 26-30 9 Responses Apr 5

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    wearing stockings, susspenders, full back nylon panties, under a little frilly mini skirt is what I love wearing . Mmmmm !
    mick69x mick69x 51-55, M 9 Responses Apr 10

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    Today has been a good day. I messed up with my daughter and her boyfriend. I read him the riot act about being to close to her. I'm a VERY protective dad. I did apologize to the...
    shadowplt shadowplt 51-55, M 1 Response Mar 29

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    Today I went out in a short black pleated skirt, thigh highs, black thong and my black high heel boots. I love the feeling when the wind lifts it up a little. Walking through the...
    chase6069 chase6069 36-40, T 5 Responses Apr 2

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    What a nice day. Went shopping for girl clothes. Bought 2 skirts and 1 pair of short shorts from Sears. A shirt from Macys. A half slip from Dillard's and a new dress at Dress Barn...
    mat2Robin43 mat2Robin43 51-55, M 8 Responses Apr 13

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    I have gray, black, and pink. I want other colors. I love wearing blazers with maxi skirts. When it's really hot I wear tank tops with it but I wear blazers. I don't wear sandals...
    lorrena19 lorrena19 18-21, F Apr 13

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    My mom is a single parent raising my sister and I. There were times I needed some underwear and my sister give me hers to wear. After couple times I feel attach to the feeling of...
    Sissycolleen Sissycolleen 36-40, T 1 Response 4 days ago

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    It's a lovely warm spring day in the UK so I'm wearing a pretty silky if a bit skimpy and see through, strappy white top, pink skirt, matching lippy and nails, Woolford 10 denier...
    ris9358 ris9358 51-55, M 6 Responses Apr 6

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    There is nothing more empowering than wearing a skirt, thigh high stockings and high heels everyday to work. And to all of the women that say it takes too long to dress nicely, I...
    Trixiesquest4happiness Trixiesquest4happiness 41-45, F 6 Responses 3 days ago

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    Whilst living in Seattle, I came across an office block that used air conditioning Situated in the car park was a bank of very powerful expulsion fans – that propelled at a very...
    Billowingskirts Billowingskirts 51-55, M 4 Responses Mar 31

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    nothing like a women that has some sexy *** feet in heels and wearing nothing but those in the bed.... IT JUST BRINGS THE FREAK NASTY OUT IF ME!!!
    Hypnobud Hypnobud 26-30, M Mar 26

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    It's been a funny old week. Spring has arrived here in Toulouse , somewhere in Europe... The Skirts get shorter and out come the tights (pantyhose).... Me? I'm way ahead - and many...
    dambust3r dambust3r 46-50, M 1 Response Apr 1

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    today is my off I am enjoying my short skirt at home
    girlyboy83 girlyboy83 31-35, T 6 Responses Apr 3

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    i like them for being warm and cute with my minidresses or skirts
    Alylovespuppies Alylovespuppies 18-21, F 3 Responses Apr 8

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    I was in male mode but had all my girl under clothing on. I went looking for a new skirt. I tried on some in one store and then went to the next. I found a white pencil skirt that...
    mat2Robin43 mat2Robin43 51-55, M 13 Responses Apr 8

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