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I Love Wearing Skirts

Personal Stories, Advice, and Support 969 People

    I Don't Understand

    I don't understand why there is no man's skirt, or its only very few... The skirt is comfortable, can be healthy in a warm summer day. I want to wear openly without feeling embarrassment, and not because i'm a crossdresser... i hate to boil my body in a pants. The female...
    VivienXX VivienXX 26-30, T 5 Responses Apr 15, 2010

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    Mr

    well here goes first i think it is grate to no there is men out there who feel the same has me my first time is when i was invited to a party him to be her you know that kind of thing so that was the first time i put a skirt on and it was so grate to were in the hot summers day i...
    colinroberts04 colinroberts04 46-50 Nov 8, 2010

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    Check out this maker of skirts

    for men. http://www.skirtcraft.com
    deleted deleted 26-30 1 Response Jul 15, 2014

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    So.... I have this dream

    where my family is going to thanksgiving dinner. I was ranting about nothing to wear and my wife says you should wear that blue skirt and these black stockings... 😳 I felt tingles all over my body when she said that! ( she hates that I dress) So I sheepishly slip on the...
    VeronicaNpantyhose VeronicaNpantyhose 36-40 Nov 21, 2015

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    I mentioned once before on here about dressing

    up in a cheerleader's outfit on Halloween one year. Well, I can definitely say one thing, skirts are a very different type of clothing. There is nothing more feminine feeling and freeing than the right skirt in the middle of summer. I just wish that I didn't have to keep this...
    tiffanyjoxd1989 tiffanyjoxd1989 26-30, T 3 Responses Mar 14, 2015

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    Been wearing my Skirts,

    by gender they are Gentleman's Skirts, for thirty years. No one has time to bother what I wear. I like to look smart or casual. definitely a man in a Skirt. Do they all wear skirts where I come from. no one really cares. I will stand beside a lady wearing a skirt. There are...
    kiltiekid kiltiekid 66-70, M 1 Response Jan 24

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    Tbh I could die in an American Apparel tennis

    skirt and I think that would automatically make it a fortunate death. 👍🏻
    spoiledsweetforever spoiledsweetforever 18-21, F 5 Responses Jan 27

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    I Enjoy Wearing Skirts

    I recently started wearing clothes that were deemed for women only. I love the feel of a skirt when I am walking around in my apartment. I feel the girl in me getting to come out when doing so. When I am not in a skirt I don't feel right...
    saraashley saraashley 31-35, F 6 Responses Aug 27, 2012

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    I'm a boy, who likes to dress up in girls

    clothes. I want a girl to talk to me.
    devan1234 devan1234 18-21, M 21 hrs ago

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    jessica1959 jessica1959 56-60, M 2 Responses Nov 2, 2015

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    So day three wearing a skirt in France.

    I spent most of the day in hotel wearing a different skirt today. Went down to breakfast and lunch in it. Then went for a walk into town to visit a bar all in my skirt. Then back to the hotel for dinner. In the evening I went down to listen to the live music in the town and...
    deleted deleted 26-30 2 Responses Jun 23, 2014

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    I just got my first skirt!

    Right now I'm sitting in my room doing homework wearing a skirt and panties, with my legs freshly shaven and a nice new coat of a royal purple nail polish on my toes. I feel so happy feeling this feminine and wearing a skirt for the first time.
    jjthom jjthom 22-25, M 5 Responses Sep 20, 2014

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    Elegant And Graceful

    Long skirts that flow through the wind as you walk. When you twirl it spins with you. While you dance it moves to your rhythm like it has a dance of it's own. It shields you from prying eyes. They make a man have to imagine what you look like. The are elegant and very "lady like...
    Caitlinsmith1636 Caitlinsmith1636 18-21, F 2 Responses Feb 11, 2013

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    They Hide Everything!

    I love wearing skirts in the summer.   Nothing screams summer more to me then walking around in a summer skirt and flip flops.  The plus side to wearing skirts is that you can gain weight and have some extra padding on the hips and the skirt covers it all. ...
    reachin4goals reachin4goals 31-35, F 3 Responses Aug 3, 2007

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    ~ My New Skirt ~

    if you dont have skirts? try this?
    Evangeline1985 Evangeline1985 26-30 3 Responses Feb 7, 2013

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    I love wearing Women's Skirts

    so much as a super sexy crossdresser. Normally I'm a size XL. The skirt I love wearing the most is the Women's Shiny Metallic High Waist Pencil Skirt in the color of Gold, because by the first time I wore it, I was feeling the super sex to go walking sexy. I was having the...
    deleted deleted 26-30 2 Responses Apr 25, 2014

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    I Love Wearing Skirts.

    I love wearing skirts because they are really comfortable. I wrote "Man Enough to wear a skirt and Woman Enough to wear a beard." I forgot to mention that I have a pair of black go-go boots that I wear with my double and gray. I can't believe it's been two years. The teenage boy...
    skirtmaster skirtmaster 61-65 1 Response Oct 17, 2009

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    My First Skirt Experience

    I've been into skin tight ladies clothing for many years. I have an obsession with panties and more recently wet look leggings, I've bought several pairs to wear around the house when doing the chores. Recently there has been a lot of flared, shiny 'skater' style skirts, which I...
    bonzodog bonzodog 56-60, M 2 Responses May 30, 2013

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    I Really Like To

    I really love to wear a skirt in the summer time than shorts but there would be problem for me because I think it would alienate lot of family and friend that don't understand a skirt very comfortable and practical and should be a unisex garment to wear just like pants than again...
    notech64 notech64 41-45, M 7 Responses Jan 13, 2011

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    Ok, I Know I've Already Said On Here That I'm A Jeans And T-shirt Kinda Girl, But....

    I love wearing skirts. Don't get me wrong, I love wearing a comfortable pair of pants and a regular shirt or blouse around the house, it's more practicle and allows more range of movement with less embarassment (especially some of the positions I lounge in). And it's hard work...
    AngelaDark AngelaDark 31-35, F 1 Response Aug 21, 2011

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    I love wearing skirts

    because what I wear under them, like today I'm wearing a smart knee length pink skirt with two pleats on the front and one on the back, I'm wearing black stockings with a pink six clip suspender belt and the knickers I'm wearing are a peach control thong that's waist high...
    tightjane tightjane 41-45, F 3 Responses Oct 28, 2015

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    No More Pants, I Wear Skirts Exclusively

          I have gotten rid of all of my pants.   I now own over 25 skirts, its all I wear anymore.  I can't really understand why more guys don't wear them. They are extremely comfortable.  They are substantially lighter then pants or...
    bobbie13 bobbie13 56-60, T 3 Responses Sep 5, 2010

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    Wearing A Skirt Or Dress!

    Ever since I took notice in women I liked it when the dress or skirt was max 6 inches above the knee, no hire! I thought that is the highest I would wear mine! I figure with panties and pantyhose nothing could be seen any way! Well the first few times I did go out in public my...
    PJJA1000 PJJA1000 61-65, M 4 Responses Jan 18, 2013

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    Wearing A Skirt

    I do like to wear denim skirts. I prefer wearing the longer maxi length skirt. I love the feeling of the breezes blowing around and under the skirt. I love the look of the skirt. I'll pair the skirt with some leggings. In the cooler weather I like the feel of tights. I...
    jml2000 jml2000 61-65, M 2 Responses Jun 10, 2013

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    ~ Skirts ~

    different perspective when people look at skirt length...i love all kinda skirts..as long as i have good body to carry it:)...
    Evangeline1985 Evangeline1985 26-30 1 Response Feb 3, 2013

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    I spent a second day wearing a skirt on my

    travels through France. Stopped at lots of service stations for petrol food and coffee. I got quite a long state from a older lady. It seemed like she couldn't understand what she was seeing. I hope that I broadened some minds. Got to my holiday destination and checked in...
    deleted deleted 26-30 3 Responses Jun 23, 2014

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    Today I wore a skirt all day

    and travelled to France. I went to the channel tunnel terminal and walked around wearing a skirt. I bought petrol in France then stopped at many places to buy food and coffee all the time wearing a skirt. I checked into the hotel wearing a skirt. Nobody all day made any bad...
    deleted deleted 26-30 3 Responses Jun 21, 2014

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    Well I was with my husband at a Vince Gill

    concert. We didn't get the tickets early enough so the only tickets that were left were the general admission tickets. For the general admission , there was no seating. Everyone one was stand, including us. It was really packed and people were constantly bumping into each other...
    xjillmeyersx xjillmeyersx 31-35, F 16 Responses Dec 15, 2015

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    Related Experiences

    I have three sets of bras and knickers with polka dots on a white background and a little bow on the waistband. They are bright, fun and very cute. I love wearing them about the...
    sophiathegirl sophiathegirl 18-21, F 5 Responses 12 hrs ago

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    Iam a guy and i like wearing black tights with my knee high silver boots(With my long toned 39 inch legs) i call them my *** kickers i wear tights and kick your ***
    Jazonx Jazonx 36-40 1 Response 17 hrs ago

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    love wearing panties..have over 100 pairs..love panties with disney characters.
    photousa photousa 61-65, M 1 Response 2 days ago

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    I love wearing comfy clothes even though my dad always remind me that I could not get any boyfriend if I keep wearing it.I would just rolled my eyes and move on.its not like I'm...
    felicia123angel felicia123angel 18-21, F 2 Responses 2 days ago

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    It was hot today so I went outside in my bright yellow Brazilian style bikini to star working on my tan lines! Also to mention I was wearing some sexy pumps hehe
    Livelife29 Livelife29 22-25, M 2 days ago

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    i wish i had footed pajamas i would love wearing footed pajamas
    autism1011 autism1011 22-25, M 1 Response 5 days ago

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    I love wearing my belly when I'm home alone! It's the closest I'll ever get to be pregnant!
    singledaddyofone singledaddyofone 22-25, M 5 days ago

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    its what im wearing now! at night i wear a thong, yoga pants bra and nice loose t or cammi!
    Livelife29 Livelife29 22-25, M 5 days ago

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    I love wearing my new pink long silk nightie around the house and some times I forget that the blinds are open ?
    pinklacyslip pinklacyslip 31-35 1 Response 6 days ago

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    I love wearing long silky satin night dresses with lots of frilly lace attached to the hem of the nightie . I did get caught still wearing my nightie and feminine house coat by my...
    pinklacyslip pinklacyslip 31-35 4 Responses 6 days ago

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    I love wearing nice satin silky lacy undies and I alway each day wear bra slips French nickers and black stockings plus lots of bling and pink lipstick people often laugh and make...
    pinklacyslip pinklacyslip 31-35 3 Responses 6 days ago

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    It's been a while since I had to buy new underwear, but I have had to throw out two pairs of panties this week. I have had these for 4 years and they are wearing out. My most...
    MarieJosephe MarieJosephe 66-70, M 3 Responses 6 days ago

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    I love wearing cute underwear it makes me feel extremely CONFIDENT!! 😀😀😀👌👌
    queenjoey queenjoey 18-21, M 3 Responses a week ago

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    I have tried wearing all types of lingerie, but the only ones that have stuck are panties. I love the feel of them as they move around under my jeans. I started off wearing my...
    anotheritguy anotheritguy 31-35, M 2 Responses Feb 4

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    When did you start or try wearing pantyhose? I did from the time I was about 6 or 7 I found it something I wanted to do. Now it comes and goes from time to time. Just really like...
    lakerider lakerider 56-60, M 2 Responses Feb 3