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I Went To School Dressed As A Girl

gone to school dressed as a girl, either secretely or openly 426 People

    I was 14 and auditioned

    for the my (all boys) school's annual play, this year it was Daisy Pulls It off. I thought it would be a fun way to meet new people etc. I auditioned and really thought I'd get a part as everything went well. A week later I went to the Drama notice board to find my name and as...
    BXT97 BXT97 16-17, M 5 Responses Dec 31, 2013

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    Some Of The Best Times

    I had been wearing my mom and sister's panties since I was eleven and while that was pretty fun to do it soon was too much to wait every day for school to end for the short 45 minutes I'd have to myself before my sister got home. I eventually got brave and started wearing panties...
    chris76 chris76 31-35, T 1 Response Dec 24, 2011

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    Well,, it was early spring,

    so warm, and I ended up having a fight with my sister. I soon punched her in anger, and she called mom. She came up and knew what to do, she just took me to her room, and at this point my sister told about the whole camp thing, and Jodi liked it. All she said is " Ron, you can't...
    RonOwens36 RonOwens36 13-15, M 6 days ago

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    I college I was doing group work

    and I was the only guy in the group. for the presentation I agreed to wear a skirt suit.
    Therealjason Therealjason 31-35, F 1 Response Jan 16

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    I Just Couln't Do It...but I Wanted To!!

    To start with, I have never told anyone- even my wife of 39 years- this story...not sure why I'm telling it now...  I guess after reading some of the stories here on this site I feel like I can get this off my chest.  (even though I do believe some of the stuff I have read is...
    gellis gellis 56-60 6 Responses Jan 7, 2012

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    Sixth Grade Graduation Party

    At the time (50's) elementary school went through the sixth grade. The PTA moms wanted to give us a party as we were the first graduating group to spend all six years in the new school. However, there were school district rules that prohibited that. So they came up with a work...
    AlbertSAT AlbertSAT 66-70, M 1 Response Apr 24, 2013

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    I used to be home schooled

    so every morning my step mom would dress me up like a 9 yr ols school girl my father died so I was raised by 3 dominant women i haven't worn any male clothing since my dad died and that was 15 yrs ago
    subsissy1989 subsissy1989 26-30, M Feb 14

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    There was a story on the news just today about

    two guys at a school in Washington who went to school dressed like girls. This apparently occurred on Monday or Tuesday and the Principal called them in and gave them two choices; either change their clothes or get sent home from school. They chose to go home. But then the...
    tghubby tghubby 51-55, T 4 Responses Oct 17, 2014

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    This happened when I was in the fourth grade.

    We had our traditional new year festival. It was a only boys school and I was one of those in my class chosen to dress as a girl for the festival. I wore a print skirt and a blouse, with a bead necklace, and had my face make up. I also wore a long wig of waist length hair worn...
    Nilooshi Nilooshi 26-30 Apr 27

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    Band Initiation

    Back when I became a member of my local high school band, all freshmen had to participate in freshman initiation day. We were each assigned to an upper classman who picked the "costume" we had to wear on initiation day. Mostly, for boys at least, it involved coming to school...
    jere51 jere51 51-55, M May 11, 2011

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    Senior Year

    I was a Senior in High School, and it was "SPIRIT WEEK", the week before the homecoming football game and dance. There was Powder Puff Football, where the girls played flag football and the players were cheerleaders. Well, I borrowed a letter girl outfit (letter girls were the...
    KandisTX KandisTX 41-45 2 Responses Feb 19, 2012

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    Looking Up The Dress part#1

    when i was in highschool i had the chance to look up a girls dress as a dare well i got caught by the teacher well i can tell you my mother was pissed on the way home we made a stop @ her hair salon she goes to have my long hair styled as a girl as they worked on me she left siad...
    maryyork50 maryyork50 18-21, T 8 Responses Nov 2, 2011

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    I woke up the next day in my smart girls rule

    pjs only to meet Amber and her two sisters in the kitchen.
    RonOwens36 RonOwens36 13-15, M 5 days ago

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    My One Girly Day

    i played football in high school they had a slave auction the girls that got me made me dress as a girl for the day
    spaz2692 spaz2692 46-50 Dec 14, 2011

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    It Started In Hight School The First Day

    of the year we would ware matching out fits to school that day both me and my wife dressed as twins just to draw out the bullies
    rickibrat2 rickibrat2 61-65, M 1 Response Jan 8, 2012

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    The Worst Thing To Happen To Me...

    Well... It all started about a year ago when me and my sister Amanda (22) started getting along more. We usually talked on facebook about random stuff. Anywho, one day I brought up the topic of crossdressing. She asked me if I wanted to go shopping with her, sooo... nervously I...
    KaylinStrype KaylinStrype 18-21, M 11 Responses Feb 1, 2012

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    What Fun It Was

    My freshman year at college, was the first time I went to school as a girl. Although I did attend a prom dressed in High School my first real adventure was in college. The fact is that as a very active t girl at 14 and not being able at that time to go to school as a girl...
    MiriamK MiriamK 56-60, T 7 Responses Jun 8, 2012

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    My 12th Birthday

    Children can be so cruel and my school days were not happy times. It wasn’t because I’m handicapped because I attended a school for disabled kids. The other boys and some of the girls ridiculed me for a variety of reasons, having big ears was one of them. For some reason I...
    betty3100 betty3100 51-55, T 6 Responses May 30, 2011

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    Related Experiences

    As much as I like this, I would be emmbaraced to see my friend David see me like this. So I went alone. Looking like the new shy girl. But I did see David, and said hi to me and...
    RonOwens36 RonOwens36 13-15, M 6 days ago

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    I went to school in a skirt today, because I had gym. It was so weird going into the girl locker room and changing, but I was fast and got out. My mom taught me how to get ready...
    RonOwens36 RonOwens36 13-15, M 5 days ago

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    About 7 years ago I had the task of house sitting at my friend's house while they enjoyed a family holiday. Paul and Anita were two of our best friends, and amongst the first...
    AmandaCarrington AmandaCarrington 56-60, T 2 Responses Apr 28

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    For some girls it may be culturally more acceptable to be going out with a girl because going out with a boy is not acceptable. This is where a lesbian relation can prosper. My...
    UKEPNEW UKEPNEW 70+, M 5 days ago

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    I find it funny how my school has very little fair weather friends, but only because there are so many depressed and stressed kids at school that a friend like that would have no...
    XxFirepawsxX XxFirepawsxX 13-15, F 33 mins ago

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    Class of '11. "Eleven?" Really?what the hell kind of number is that? I graduated from an all-Native high school called Children of The Earth in the year 2011. It took me an extra...
    Orchards Orchards 22-25, M 1 Response May 7

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    I woke up the next day in my smart girls rule pjs only to meet Amber and her two sisters in the kitchen. Dani was making breakfast and Katie was talking to Amber. Amber then said...
    RonOwens36 RonOwens36 13-15, M 5 days ago

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    My brother had been letting me dress him for about 6 months and a the tender age of 14 he looked good. We had practiced all the walking and gestures. To see him strut around the...
    lisaann21 lisaann21 22-25, F 3 Responses May 10

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    it was Friday I had enjoyed this so much I ordered lunch. Everyone called me Jewl or Julia, I got to hang with girls, and be one. We all planned a slumber party, we did what I did...
    RonOwens36 RonOwens36 13-15, M 5 days ago

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    There are times I wished I had of done something and regret it now. That was to be fully dressed as the person I am when I was going to university. I know I would have relieved a...
    bmg1kel bmg1kel 61-65, T May 12

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    I always wanted to be a girl from the first time I put on a black nightie as a dare. As I grew I knew I was different and enjoyed the experience of putting on women's cloth's...
    bmg1kel bmg1kel 61-65, T 2 Responses 1 day ago

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    As I told in the other story I was slim and small and had longish hair, so I always got caught to play girl parts in school plays. In one I was in a girls dancing group (all boys...
    Nilooshi Nilooshi 26-30 May 3

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    There was always this one group of girls at school who enjoyed bullying me. I'm not really sure why they started, but it might have been because I was quite pretty and usually got...
    gibbo28 gibbo28 18-21, F 2 Responses May 1

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    This experience made me think of a story that happened 15 years ago. There was a charity all-male beauty pageant at a local Banquet hall. The group of girls we hung out with at...
    Hot4Tgurlz Hot4Tgurlz 31-35, M 5 Responses Apr 26

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    So read part one (know my sister and I have SOME respect for eachother, and I was 12 so I had a girly body kinda). But the worst thing was about that moment is I liked it. And...
    RonOwens36 RonOwens36 13-15, M 6 days ago

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    Call Sandy / Rajan +91-9701006185Welcome gentlemen! We are glad that you have landed upon our web page to search a real and genuine high quality female escort who can give you a...
    sandy100112 sandy100112 31-35, F Apr 27

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    Call Sandy / Rajan +91-9701006185Welcome gentlemen! We are glad that you have landed upon our web page to search a real and genuine high quality female escort who can give you a...
    sandy100112 sandy100112 31-35, F Apr 27

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    Call Sandy / Rajan +91-9701006185Welcome gentlemen! We are glad that you have landed upon our web page to search a real and genuine high quality female escort who can give you a...
    sandy100112 sandy100112 31-35, F Apr 27

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    Call Sandy / Rajan +91-9701006185Welcome gentlemen! We are glad that you have landed upon our web page to search a real and genuine high quality female escort who can give you a...
    sandy100112 sandy100112 31-35, F Apr 27

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    I went to high school one of the last days at school. I put on a very tight speedo and slipped into a pair of my girlfriend's tight girly jeans. So many guys were wearing skinny...
    MTJeans MTJeans 18-21, M a week ago

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    Hi. I am 18. I am a dominating person, so I would prefer a submissive girl as my girlfriend. If interested message me.
    sweetpoison123 sweetpoison123 18-21, F 26 mins ago

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    I love seeing my GF dressed up in a school uniform & we both enjoy role play so this is our thing , she is very submissive I'm very dominate in the bedroom so yes we have a lot of...
    Wildbore Wildbore 46-50, M 3 Responses Apr 28

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    The next day I woke to there being a blue dress, pantie, leggings, sperries and a ponytail holder at the foot of my bed. So I put it on, and then went down stairs. My mom put some...
    RonOwens36 RonOwens36 13-15, M 6 days ago

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    I am 27 years old and I remember everything about my life now. When I was younger I never made any friends and my parents home schooled me until I was 14. Then I went to middle...
    atr7887 atr7887 26-30, M 1 Response Apr 29

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    I don't know if this is the right board or forum to write this in so please excuse me if its not. Since the age of 12 i have required my son who is now 16 to wear girls clothes. At...
    Amywonders Amywonders 41-45, F 3 Responses Apr 30