I Went To School Dressed As A Girl Stories of Experiences

last November our school had its 1st powderpuff football game and me and a couple of my friends thought it would be funny to sign up so not thinking enough girls would sign up we had a HUGE surprise to hear our names called over the...

I just discovered this group and thought it needed a little more stories and I have 3 to tell and want to know what everybody would like to read 1st there is 2 where I dressed for my school and 1 where a rival teams cheerleaders (i was...

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...

mom and sis dressed me and i had no little boys clothes so i just lived as a little sissy
school
shopping
beach
city park
anywhere
i loved the attention

Did you make a bet and had to wear Somn funny or do Somn funny?
If so share

Once I dressed as super girl it was lol

The begining of the school year I fought with Mom about what I would wear to school
she wanted me in regular boys clothes, while I had intentions of wearing my prettiest dress.
I tried attending school in my fancy dress but was sent...

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...

This happened a few years after the experience I shared in another group. I think it was the eighth grade. I was not initially selected for the class item at the school concert, but the teacher suddenly decided they needed a female...

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...

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...

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

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...

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...

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

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...

All the boys in class were forced to dress up as a girl for freshman initiation. I wore pantyhose, a skirt a wig and high heels. I enjoyed that day a lot more then the other boys in my class I bet.

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...

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...

Back in high school my junior year, we had a opposite gender day for homecoming spirit week. A bunch of girls were offering to help people dress up so i took one of my friends up on her offer and we swapped clothes for the day. She...