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I Love Wearing Skirts

Personal Stories, Advice, and Support 572 People

    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 4 Responses Aug 3, 2007

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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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    So Many Different Styles

    I love to wear skirts. I think they are great and can be sexy. I like the comfort and freedom of my skirts. The cool air that can go up them. I am a male and I love to wear skirts.
    Adam59 Adam59 56-60, M Mar 30, 2013

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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 Feb 11, 2013

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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...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 2 Responses Jun 23

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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 4 Responses Aug 27, 2012

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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 8 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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    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...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 3 Responses Jun 21

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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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    Check out this maker of skirts

    for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 1 Response Jul 15

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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 2 Responses Oct 17, 2009

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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 3 Responses Jan 18, 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...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 2 Responses Jun 23

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    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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    ~ My New Skirt ~

    if you dont have skirts? try this?
    Evangeline1985 Evangeline1985 26-30 1 Response Feb 7, 2013

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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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    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 56-60, M 2 Responses Jun 10, 2013

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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 4 Responses Sep 5, 2010

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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 3 Responses Sep 20

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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 Apr 25

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    Related Experiences

    I have long legs and have always loved wearing miniskirts! With or without anything on underneath ;)
    BlazerFan BlazerFan 36-40, F 17 Responses Nov 29

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    I love wearing dresses and skirts. I feel like I'm expressing the real me when I do.
    Nyssa59 Nyssa59 51-55, T 9 Responses 4 days ago

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    In my prep school the headmistress decided that all the pupils must wear the girls' regulation school uniform and p e kit . There were only a few boys in each class . They all...
    nickycherub nickycherub 46-50, F 4 Responses Dec 18

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    Hello Experience Project. So last weekend I found a bunch of my mom's used clothes she put away in the garage and I decided around 11 pm I would go out into the garage and try them...
    deleted deleted 26-30 2 Responses Dec 11

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    I all ways love wearing my ski suit
    kinkyskiier kinkyskiier 26-30, F 3 Responses Nov 28

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    Hi let me share my story on high heels. I love wearing high heels from my teens. I'm addicted to the height power and dominating authority i feel on top of two ultra skinny steel...
    sajeesmiles sajeesmiles 31-35, F 8 Responses Nov 30

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    Love wearing leather clothes!
    Leatherhunk88 Leatherhunk88 36-40, M Dec 12

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    This is one of my fur coats, I love wearing fur with my soft leather. I think fur and leather go together:)
    Shelley3457 Shelley3457 31-35, F 5 Responses Dec 12

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    I love wearing this leather outfit so much, that I am going to buy another!
    Leatherhunk88 Leatherhunk88 36-40, M 1 Response Dec 18

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    I love wearing different coloured belts with my leathers
    Leatherhunk88 Leatherhunk88 36-40, M 5 Responses Dec 18

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    love wearing my supergirl underwear. ..makes my day fun!
    jbm1984 jbm1984 31-35, F 5 Responses a week ago

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    I love wearing leather pants with my jacket
    Leatherhunk88 Leatherhunk88 36-40, M 6 days ago

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    i love wearing a French maids outfit
    TheGrandPoobah TheGrandPoobah 13-15, M 4 days ago

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    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, M 23 hrs ago

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    (Man 49yrs) I tend to wear black tights mostly with my mini-skirts and boots. it's better to dress 'soberly' than to go out in fancy colours. i wear skirt and tights in public. see...
    dambust3r dambust3r 46-50, M 1 Response 6 days ago

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      I love to wear a suit and tie, I guess it's just my style, and I'm really interested in talking to others and learning from other about their story and why they're...
    Justme987 Justme987 16-17, M 1 hr ago

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    I have a few sexy bras. I love to wear them under some lighter material shirts
    mnbmom mnbmom 41-45, F 1 Response 3 hrs ago

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    I just love to wear skirts and dresses and to sleep in a nightie they feel lovely against my skin a lot better than the crappy male clothing we have to wear
    missbeautifull missbeautifull 56-60, T 7 Responses Dec 13

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    I like really playing up the whole school girl thing. Hair in pigtails & a tight T-shirt. I like to wear little cotton panties underneath and a pair of tennis shoes, to help put...
    LSix LSix 36-40, F 9 Responses 6 days ago

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    I love dressing up as a girl when I go out
    TheGrandPoobah TheGrandPoobah 13-15, M 2 Responses 4 days ago

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    Alone at my girlfriend's place the other day, I couldn't resist taking a look through her tights, leggings, and pantyhose. I ended up trying on some beautiful leggings and tights...
    Tightsgirl Tightsgirl 46-50, T 2 Responses Dec 13

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    Just like essays skirts should be long enough to cover the point, but short enough to keep it interesting ;)
    pixiepiink pixiepiink 16-17, F 1 Response a week ago

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    You all that love to wear wellies, what is the longest time you wore yours, and what did you do, and where did you go. I Once had mine on for more then 24 hours, without taking...
    norge88 norge88 41-45, M 1 Response Nov 28

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    I just want to start off by saying that I am a straight male. I have struggled to find a comfortable brand/style/fabric of men's underwear for many years. I have even bought some...
    Fire6706 Fire6706 26-30, M 4 Responses Dec 16

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    Not really sure what got me started with wearing a jock. Being in the UK we didn't wear them for sports / pe at school (in fact we never wore anything under our shorts for PE...
    ben1815 ben1815 41-45, M 7 Responses Dec 3

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    I love n love to n wearing brief nylon panties i've been wrearing them since 1972 my mon got me onto it they r great n wonderful n i have great memories of the past n some that...
    howard1945 howard1945 51-55, M 2 Responses Dec 14

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    A few summers ago I was fortunate enough to have an open minded roommate. One night we got drunk, and for some reason I confessed how I like to wear tights. He was ok with it. Not...
    tightsman88 tightsman88 22-25, M 1 Response Nov 29