I Am Wearing A Skirt

Personal Stories, Advice, and Support 818 People

    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
    61-65, M
    2 Responses Nov 8, 2012

    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
    31-35, T
    3 Responses Aug 30, 2013

    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
    2 Responses Oct 15, 2010

    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

    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
    6 Responses Nov 21, 2011

    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

    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

    I am currently completely dressed

    and yes I do have a short skirt on. I wear either a short skirt an blouse or short dress to work. I love dressing up when going out to work or an evening on the town with the family and/or friends.
    southernladygoneblack southernladygoneblack
    41-45, F
    1 Response Oct 12, 2015

    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

    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
    2 Responses Jun 12, 2012


    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

    My favorite skirts are my schoolgyrl plaid

    skirts. I have a red, pink, green, and kaki.
    schoolgyrlKaren schoolgyrlKaren
    3 Responses Apr 12, 2014

    Please read my blog on my transgender journey ,

    my life on sex and pleasure! Do comment and text me if you want to continue with me https://girlyindianboy.wordpress.com
    IndianZeus IndianZeus
    22-25, T
    1 Response Apr 6, 2016


    hey i was just wondering how old you were because i am 14
    thenman thenman
    1 Response Oct 6, 2012

    I love wearing any fem cloths I'm in pink

    panties and a black velvet mini skirt?
    mistysissy mistysissy
    46-50, T
    Dec 23, 2014

    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

    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
    2 Responses Dec 31, 2009

    I wear them all the time

    and I enjoy wearing them
    maturemuff55 maturemuff55
    56-60, F
    22 Responses Jun 13, 2015

    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
    31-35, F
    1 Response May 3, 2015

    Please read my blog on my transgender journey ,

    my life on sex and pleasure! Do comment and text me if you want to continue with me https://girlyindianboy.wordpress.com
    IndianZeus IndianZeus
    22-25, T
    Apr 6, 2016

    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
    3 Responses Nov 22, 2012

    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

    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
    2 Responses May 17, 2011
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