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I Boys Wearing Dresses And Skirts To School

Personal Stories, Advice, and Support 399 People

    South African Teen Banned From School For Not Wearing A Skirt

    Dec 13th 2010 1:26PM What's the link Between this post and the TITLE: "Boys Wearing Dresses and Skirts To School", The answer is simple, we see more and more gender role reversal. As I go along we that girls are Either band from wearing skirts or just don't want to wear them...
    annemarielongueuil annemarielongueuil 41-45, F 7 Responses Jan 31, 2013

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    Lavinias Brown School Knickers

    The girl next door,Lavinia always used to sit so that we could see her navy blue regulation knickers. Tantalizing! One day I went around to the house and in an open drawer in the kitchen sat a pair of brown school knickers. Lavinia had just left Brownies at 11 and her Brownie...
    Jimknickers Jimknickers 61-65, M 3 Responses Jan 2, 2012

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    Matching His'n'hers

    I noticed this picture (top) on another site but I have no idea what's going on apart from it's obviously an Irish dancing competition/display of some kind.  Perhaps someone here might be able to explain why these little boy and girl dancers are wearing matching yellow...
    tartanpleats tartanpleats 61-65, M 10 Responses Nov 30, 2011

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    First Time Turned Into A Three Day A Week Thing >///<

    So the first time I cross dressed at school was during my schools dress week were a friend of mine brought an Alice in Wonderland, Alice outfit for me. I put it on and came out with my glasses on and my cat ears and nearly got tackled to the ground by three of my friends. When I...
    babybluenightieboy babybluenightieboy 18-21, M 1 Response Nov 18, 2012

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    How About Wear A Dresses To School Abd Even Being The Prom Queen

      My son, the prom queen:Transgender student, 16, dressesin drag for big night... and mother does his make-up.. Classmates call him 'Hailee' and one even took him for a twirl on the dancefloor Tom Komrowski looks pretty in pink for his school prom after teachers agreed he...
    annemarielongueuil annemarielongueuil 41-45, F 9 Responses Jan 29, 2013

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    Ok

    Perfectly fine as long as he has underwear on
    Articchill32 Articchill32 31-35, M Jan 3, 2013

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    I was caught By my 14 year old Sister I am 13

    and walked in my sisters room while she was downstairs and I had just seen on tv of a boy in girls clothes and being the only male in the house it just popped in my head to try her clothes on so I took my clothes of and put on her White knickers and bra and stuffed them with...
    02hamster02 02hamster02 18-21, F Mar 11, 2014

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    Caught By Sister

    I am 14 and walked in my sisters room while she was downstairs and I had just seen on tv of a boy in girls clothes and being the only male in the house it just popped in my head to try her clothes on so I took my clothes of and put on her White knickers and bra and stuffed them...
    Goatsfortwoweeks Goatsfortwoweeks 36-40, M 1 Response Nov 19, 2011

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    Schoolgirls Band From Wearing Skirts School Uniform

    While more and more GUrls (femminin boys) are being more & more allowed to wear skirts to school, somme girls (GG's) are being band from wearing them again a case in role reversal. I Know for a fact that this is not just the only case like that. There was another case in france...
    annemarielongueuil annemarielongueuil 41-45, F 6 Responses Jan 31, 2013

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    UK Schoolboy Dressed As Schoolgirl

    There were reports in the Scottish press at the weekend about Callum McLean, a 16yo schoolboy who went to school in Lanarkshire completely cross-dressed in the girls school uniform complete with long hair girls wig, padded bra, full make-up, mini skirt, bling etc etc. Callum...
    tartanpleats tartanpleats 61-65, M 2 Responses Oct 14, 2013

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    aqww aqww 13-15, M 3 Responses Jan 27

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    Mainly I wanted to say

    that the first picture on this page, the one of both a boy and a girl wearing identical yellow dress costumes was taken by me several years ago at the annual Highland Games festival at Grandfather Mountain in North Carolina. Can't remember the exact year, but think it was about...
    Charlesea Charlesea 70+ 2 Responses Mar 21, 2014

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    Asked Why?

    So as I go through my journal having written down most of my favorite or what I found funny about people towards my cross dressing was two years ago during February when most of our schools boys were forced into girly dresses or some. Most either are fearful of the jokes thrown...
    babybluenightieboy babybluenightieboy 18-21, M 2 Responses Nov 21, 2012

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    More UK Schoolboys Wearing Skirts

    Another protest about a school dress code which stipulates girls can wear skirts or trousers but boys must wear long trousers only. A group of 17 boys in Year 10 (15yo) at Whitchurch High School in Wales staged a skirted protest about not being allowed to wear short trousers...
    tartanpleats tartanpleats 61-65, M 3 Responses Oct 25, 2013

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    This is another example of how a restrictive EP

    entry style followed by the removal of maintained groups with icons has made things worse over the years. Really the style should read "I support boys wearing dresses and skirts to school" as that's really what it's about. You know, the right to present in the attire that best...
    Joanne0chan Joanne0chan 31-35 Dec 15, 2014

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    Related Experiences

    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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    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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    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 7 Responses a week ago

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    As I wrote in my first story (found in I Dressing Boys as Girls), sometimes all we know is what others have told us. As you also know, even though I was a boy baby, my mother...
    SylviaJames SylviaJames 56-60 4 Responses Feb 22

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    Yes, its true! I love wearing dresses; short, to my knee's or way above them, or anywhere below my knees. Guess what? I'm a man and I've always felt comfortable and at ease wearing...
    Cassandrajoan Cassandrajoan 61-65, M 1 Response Feb 6

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    Yes, its true! I love wearing dresses; short, to my knee's or way above them, or anywhere below my knees. Guess what? I'm a man and I've always felt comfortable and at ease wearing...
    Cassandrajoan Cassandrajoan 61-65, M 6 Responses Feb 6

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    My uncle and his new wife got married HATE wearing dresses but wore one How I look? Lol
    RainbowWolf13 RainbowWolf13 13-15, F 1 Response 1 day ago

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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 9 Responses 11 hrs ago

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    I just love wearing short babydolls and fit and flare dresses. It has to be short, it is all about the legs !
    Plugslave Plugslave 31-35 11 Responses Feb 15

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    So today I had my makeover. It was awesome. I tried on lots of outfits, and we chose a blue skater dress with daisies on it, opaque tights, wedge ankle boots with fur trim , and...
    donnaka donnaka 36-40 10 Responses Feb 23

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    Parties and clubs! Where it's at! Free and nice to wear !
    rubyroo15 rubyroo15 18-21, F 2 days ago

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    i'm booked in with a dressing service , for a whole day, in a few weeks. they'll take me out. anyone got any dares for me , while i'm out and trying to pass?
    donnaka donnaka 36-40 2 Responses Feb 11

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    a week from now i'm using a dressing service to go out for a day en femme. i've asked for challenges, had some daft replies, but so far one good one, to try on a dress in a...
    donnaka donnaka 36-40 4 Responses Feb 16

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    I love this dress I wish I had the money to buy it!! How do I look?
    AshleyNicolee AshleyNicolee 18-21, T 12 Responses Feb 21

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    Im not a girl but i would like to try on a dress or two ❤
    sylarisgay sylarisgay 18-21, M 9 Responses 6 days ago

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    I am more than what I wear.
    Brianhi26 Brianhi26 46-50, M 3 Responses 5 days ago

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    Hi ladies! New shoes arrived yesterday! Red pumps that fit well were not expensive and are really comfortable to walk in! Squeee!
    amyjones3371 amyjones3371 51-55, T 3 days ago

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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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    Where and how does it all begin? At an older age we may not remember possibly the best we can do is to go on what our elders have told us through the years. Thinking back on some...
    SylviaJames SylviaJames 56-60 4 Responses Feb 21

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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 1 day ago

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    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 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 3 days ago

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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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    I've been getting all my step sister's old stuff for over 15 years that includes panties school uniforms mini skirts swimmers both one and two pieces my...
    subsissy1989 subsissy1989 26-30, M 3 Responses Feb 14

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    I typically wear the right clothes for the right situation, working out, beach wear, etc. But day to day activity in town, at work and about, I only wear dresses and skirts. They...
    freenakedcouple freenakedcouple 26-30, F 5 Responses Feb 21

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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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    while I now have my own clothes it was my sisters that got me hooked on dresses and hose I don't think she every knew but try as I might I could not always get every thing back in...
    jamie172 jamie172 46-50, T 4 Responses Feb 9

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    My husband (who we shall call Bug) and I met when I moved to his small town (we're talking less than 2,000 people) halfway through 7th grade. We were in the same year, but it...
    quirkygirl520 quirkygirl520 22-25, F 1 Response a week ago

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