Who participated in crossdress day in high school

[Brandie.n]

In my school there was a dress opposite day it was where the boys dressed as a girls and girls dressed as boys.
Did anybody's school have this?
Did you dress up?
Whats did you wear?
How did it go?
I never did do it I was too shy and not cool enough.

[Micki_Finn]

I have never heard of such a thing. Maybe it’s a TN thing?

[Robertacd]

We had a "Sadie Hawkins Dance (https://en.wikipedia.org/wiki/Sadie_Hawkins_dance)" in high school. Basically the girls were supposed to ask out the guys to the dance on "Sadie Hawkins Day". But it morphed into guys dressing like girls and girls dressing like guys on Sadie Hawkins Day long before I was in school.

I never participated as I wasn't popular enough to care about it even though I would have loved to.

By the mid 80's the schools stopped having that because too many kids took it too far on the dress up day and the administrators felt it was not appropriate anymore.

[LIKETODRESS2]

My school never had it. If they did I would have done it for sure

[kayegirl]

Well mine was an all boys school, so not sure how that would have worked.

[Brandie.n]

It was called Dress opposite day

[Tracii G]

Never had a crossdress day.
The Sadie Hawkins dance is where everyone looked like thy came from the mountains.

[Tahoegurl]

The school I attended didn't have a day like this. Of course it was an all male school. Cheers

[Amy Lynn3]

We never had a day like that either. I would not have had enough cloths any way, to dress like a girl that early in life.

[nvlady]

My school did not have a crossdress day, and I don't think I would have had the guts to participate.

[tbryant2k16]

My school had it as part of Spirit Week. I never dressed. Though most of the girls in my school didn't dress too differently than boys to begin with.

[Brandie.n]

thats the one

[JuliaGirl]

When and where I went to high school an "opposite dressing" day would not have been accepted by most of the school. Then again, there were no real rules against bullying in place back then in practice ... you survived however you could.

[alwayshave]

Not in Catholic school.

[Stephanie47]

Not in my large urban area. If you want to see potential outcomes check out Youtube. There are plenty of young guys attired in prom dresses.

[Kelly DeWinter]

We did not have a Cross Dress day, however I became the unofficial Mascot for the Varsity Cheerleading Team. I should have used more padding up top. LOL

310842

[Crissy 107]

Not my school either but if they did I was way too shy to join in.

[Kathleen Ann Trees]

Gender Blending day was one theme day at the local high school during homecoming week. It use to be cool and fun and radical enough to actually be considered supportive of gays (they don't really know cross dressing very well). I'd say about half the kids participated, but usually in pretty simple, generic ways. Maybe a hat or a tutu. Not many full blown, all out guys trying to pass as girls. That was kinda rare. I haven't seen that theme for a few years, though. I think now it's become like whites in black face, or other bullying, or cultural appropriation. They don't want to be politically incorrect or be seen as insensitive to trans people or others in the LGTBQ culture. There are probably are a couple dozen trans people in our school of about 2500 people (frosh-seniors). If anything, I'd say gender blending or gender fluidity, are becoming a more accepted mainstream choice. The world is changing. Slowly. I only wish I could have been a leader 40 years ago.
Kathleen.

[Sandy Clifton]

We had crossdressing day one year during
spirit week, but there was zero chance of
me doing it - I was waaay too chicken.

It's a darn shame - I was the shortest boy
in my class and basically prepubescent;
I would've been sooo cute at 14. Took me
another 14 years until I dressed, and 14
more until I did it with any regularity.

[Kimberly A.]

My school did that once for "school spirit week", aka Homecoming Week..... I didn't participate because like many others here, I was too shy and not "cool" enough. LOL

Oh, my school also held a "Womanless Beauty Review"...? Again, I didn't participate for the same reasons. Also, one reason they did that was because the women just wanted to see the guys dressed like girls..... Smh

[Sometimes Steffi]

On really hot days, my school allowed gentlemen to remove their jackets and ties. I think you can figure out that we didn't have a crossdressing day, And, yes, it was a public school!

[Steph_CD_62]

Realize I graduated around 40 years ago. In my high school we had Spirit Week on the week we played our rivals in football. Everyday was a different theme, and I don't remember any of them, expect Friday was dress as the opposite sex. The only ones I remember dressing as the opposite sex were some of the football players and the cheerleaders. They dressed as each other.

[JessikaSometimes]

We had spirit week at our school.

I did not participate.

[lingerieLiz]

We had it but they quit doing it before I was old enough to participate. This was in the early 50s

[Princess Chantal]

My school had it as part of Spirit Week. I never dressed. Though most of the girls in my school didn't dress too differently than boys to begin with.

We had it as part of spirit week as well, however I never kept track of which day it was in order to participate. Not to mention I wasn’t doing any crossdressing or thoughts of it until several years after graduating. I wonder if we went to the same school!

[emma-louise]

Not in the uk sadly would have loved to have done this

[Sissy_Michelle]

Brandie.n,

Yes, my high school did this like three times a year for different events usually followed by a ?sock hop? or dance.

Yes I did. I had much longer hair back then and could pass very easily.

My girl friend?s clothes mostly, dress or skirt with blouse.

Back then only my girl friend knew that I enjoyed crossdressing. And she enjoyed dressing me up. Some of the other kids suspected that I liked it as well because I wore makeup and was put together well. And not like the other brave souls that looked like clowns. But every chance I got I took advantage of it.

@?}??-
Michelle

[Rhonda Darling]

Ladies, if you want to learn a bit more about womanless beauty pageants, I refer you to Stana’s “Femulate” blog from August 2018 found at http://www.femulate.org/2018/08/its-that-time-of-year.html. These pageants are found in many schools and communities around the US, especially in the “intolerant” south. It seems that moms and girlfriends go wild making their boys into fab looking girls/young women. I’m trying to locate the URL for an archive of info on such pageants, which I’ll post if/when I have it.

[Krisi]

We had no "crossdress day" in school. It's hard for me to imagine this actually being a "thing".

[NancySue]

We kinda had a girls clothes swap day for senior boys but was limited only to skirts. It was a fun day and all participated. I, obviously, really enjoyed it. My girlfriend dared me to wear a pair of her panties. I did. Little did she know how happy I was. She picked up on my grin and later mentioned how she noticed my no hesitation and thought it was cool...our little secret.

[Leslie Langford]

Ladies, if you want to learn a bit more about womanless beauty pageants, I refer you to Stana?s ?Femulate? blog from August 2018 found at http://www.femulate.org/2018/08/its-that-time-of-year.html. These pageants are found in many schools and communities around the US, especially in the ?intolerant? south. It seems that moms and girlfriends go wild making their boys into fab looking girls/young women. I?m trying to locate the URL for an archive of info on such pageants, which I?ll post if/when I have it.

I've looked at many of those Youtube videos of so-called "Womanless Beauty Pageants" over the years, and while some of the girls (and/or their co-conspirators) went all-out with their transformations and looked absolutely stunning and unrecognizable afterwards, most of the participants seemed to pay homage to the "Milton Berle School of Female Impersonation" i.e. wearing Dollar Store wigs, ill-fitting dresses, with hairy legs and chests exposed, clownish make-up, and galumphing around the auditorium stages either barefoot, in socks, or else in combat boots. Those who did attempt to wear and walk in heels usually resembled a deer trying to traverse a frozen pond. Of course, the whole point of this mockery was to try to still preserve their macho images and - God forbid! - avoid looking more convincing as a female so as not to be perceived as being gay. Oh! The horror!

Frankly, as a dedicated crossdresser who tries to emulate a female presentation to the best of my ability when out in public out of respect for women and so as not to appear to mock them, I see no humor in these "Womanless Beauty Pageants". If anything, they disgust me and IMHO are on a par with the now-discredited blackface minstrel shows of the past.

[Alice K]

No. We would have all been tagged as going to hell. Early on (second grade). The boys and girls were segregated at First Communion. Boys in dark blue suits. Girls in beautiful, white frocks. Even our bibles and rosaries (black or white) were gender color coded. Crossing that barrier meant guilt, shame, and eternal damnation. But my mind crossed the barrier even in second grade.
Alice

[ellbee]

Yeah, as one of the days we had during our annual "Spirit Week" thingie in high school, there was an "Opposite Day." Don't remember the exact name, though.

Many of the GG's participated. Mostly putting their hair in a ponytail, throwing on a baseball hat, maybe a flannel shirt or a neck-tie or something. Perhaps a few went so far as to create a beard/moustache with make-up? Don't recall.


Of course, *very* few guys participated that day. And those who did, many made a joke out of it... Oversized fake boobs, messy wig, tutu, hairy legs, things along those lines. Only a couple would take it "seriously" & go the whole 9 yards, trying to look legit as possible.


Oddly, I never participated. Though secretly, I always wanted to. And I would have fit the latter category, for sure! :battingeyelashes:



Anyway, yes... This "Spirit Week" was a very real thing. Fairly common in schools across the US, at least. Each of the 5 days would have some kind of theme, like wearing the school colors one day, and every article of clothing that qualified would earn you a point. That sort of stuff. Aside from that, don't recall the other themes.

The teachers would tally up the points, and whichever grade/class had the highest amount by the end of the week, won something the entire grade/class got to enjoy. Don't even remember what that was, LOL. Though it was announced at the school dance that Friday night, which capped off the week. :)

[Asew]

We didn't have anything like that. Even if we did, I probably wouldn't do it due to fear of being found out and bullied even more. Totally wanted to wear something femme for Halloween but again fear prevented so.

[Tanya silk stocking]

Unfortunately not in my school but would have loved it

[Andrea Chenowith]

I took part in our senior cheer routine as part of spirit week - a group of guys put on the cheer skirts and did a goofball routine.. Unfortunately, there weren’t any cheerleaders big enough at our school to give me the full experience. (I had to wear two skirts pinned together as more of a loincloth style.)

Now as a college gameday administrator, I’ve had a little easier access to cheer and dance uniforms, and lets just say that not everything that went in to the surplus sale pile actually made it to the surplus sale.

[Amelie]

I didn't go to high school. But the school I was supposed to go to was an all boys(5 thousand mostly south Bronx students) school in the Bronx. Also I would have to take the subway to get there with other teens from other schools also riding the train. I would have never made it to the school alive if I went dressed. That is also the reason I had to drop out. I was just finding out I was a girl and I would have been killed if I went to school dressed or even if someone knew I was gay, same thing would happen.


Edit- I did go to high school for about a month or so but I couldn't handle it. I wasn't dumb, I got high grades in junior high, emotionally I couldn't take it.

[BiancaEstrella]

Ladies, if you want to learn a bit more about womanless beauty pageants, I refer you to Stana’s “Femulate” blog from August 2018 found at http://www.femulate.org/2018/08/its-that-time-of-year.html. These pageants are found in many schools and communities around the US, especially in the “intolerant” south. It seems that moms and girlfriends go wild making their boys into fab looking girls/young women. I’m trying to locate the URL for an archive of info on such pageants, which I’ll post if/when I have it.

Learning about Womanless Beauty Pageants - which I only did in November, 2019 - absolutely blew my mind. I grew up in the south, and have family in far-flung counties not very different from the ones where so many of them are known to be held. I'd have loved to participate in one or more of those.

My high school did not have any manner of dress opposite day, but I would have "tried too hard" if we did.

[jessica79]

Our dress opposite day people just wore their pants backwards... I don't think we understood.

[HollyGreene]

Never had such a thing in my day.
If we had, I'm sure one of my female friends would have approached me with a view to swapping clothes as she was always up for laughs like that.
Not sure if I'd have gone through with it though.

[Mermaiden]

I went to public high school in NJ in the 1970?s and have no recollection of such a thing. I didn?t know I was a cross dresser until much later in life, but in retrospect, would have jumped on this opportunity and enjoyed it more than most students.

[kimdl93]

There was no such thing back in my day either. Its just as well. I would have been mortified by the prospect of doing openly what I longed to do in private!

[April Rose]

I'm with Kim on that one. The teen I remember being was painfully aware of being a "transvestite" as we called it, and would have been way too repressed to let any hint of that proclivity leak out into public view.

[Ressie]

50 years ago the term "cross dress" didn't exist. No one ever cross dressed at my high school back then - at least not in public.

[luuv2dress]

Yes my school had it and I looked forward to it every year

[Nadia Wren]

No such thing at my high school. Girls could hardly wear skirts, and no long hair for boys. A punk rock girl in my science class was repeatedly suspended for coloring her hair red, green,....and she was part of the cosmetology vocational program.

I dated a girl in college that said she hosted multiple 'crossdressing' parties at her house in high school. She kept suggesting that I dress for her, but I was an out-of-state student and without any pictures of her 'parties,' I was too scared to go through with it.

Like some have said, if my high school had it, I wouldn't have participated.

[DianeT]

I never had cross dress days in high school (but we had Mardi Gras).
I however have a very old story that may qualify.

When I was a child we lived in the USA as expats for two years. At age 5 I went to kindergarten. I couldn't read English but could speak it fluently. These were times when your mother would give you a quarter dollar every morning so you could buy your ration of milk at recess, I suppose these days are long gone now and you would now buy a Dr. Pepper instead for four times the amount. Back to the story, at the end of the winter, a school event was thrown where the children would play little acts. One child would read a text and the others would play the characters. My play was named Three Little Pigs, and I was one of three children playing the animals in the scene (two boys and one girl). I was intimidated enough by the idea of playing a part in front of people I barely knew. And then I learned this: the little "pigs" would be wearing pink or white tights. Yes, that went for boys too... It was a shock to me, and the countdown to the event filled me with much fear and desperation. To me, this sounded like: 1. I will be playing almost naked in front of strangers. 2. I will be a girl in everyone's eyes for the duration of this thing. And this felt like being abused on two levels.
The day of the event, I was helped dressing with a tee-shirt and tights, and from that moment the rest of the day was strange. I did the play, crawling on all fours under a papier-mache tree or bridge of some sort with my two schoolmates. I was feeling strange. I was wearing tights and this little girl was wearing tights. Maybe she too felt a bit naked and exposed like I did. But I felt one thing more. I felt that it was something new to be dressed with this girl attire. However, it wasn't the dreaded thing I anticipated it to be. It was unexpectedly gentle and calm, even if a bit troubling, and there was no fear anymore. Nobody was taking offense. The adults who cared for me had conveyed to me that it was okay to dress like this, not a strange thing, not a shameful thing. As long as a play required it, anyway.
The experience ended there. Until a few years later, where I began to play with my mother's pantyhose (voluntarily this time), and this was the beginning of another story.

Well, that's it. Does it count as Crossdress Day?

[Rhonda Jean]

We didn't have a crossdress day but we did have a womanless beauty pageant. I didn't participate. Most of the boys dresses outlandishly/comically. One of the boys (who I happened to ride to school with that day) and his mother took it in the other direction and he was HOT and would have passed anywhere. He was not an attractive boy, but his sister was gorgeous, and in her clothes and makeup, so was he.

[Kelli_cd]

I graduated in 1977. We had a Backwards dance (girls asked guys), but that was it.
And we had something called Slave Day. I'm sure that went away a long time ago.

[SometimesBrandi]

Never had that in school but it's a regular event in the navy since forever. Nice legs on the bride that's sitting down

[giuseppina]

The closest was Sadie Hawkins day, where the girls asked the boys to the Sadie Hawkins dance. I didn't get an invitation, which suited me fine.

At the time, my hometown was a lunchbucket town with a high divorce rate and plenty of homophobia. I had enough issues with bullying that I would have been beaten senseless if I showed up in girl's clothing.

[DanielleDubois]

Never had that in school but it's a regular event in the navy since forever. Nice legs on the bride that's sitting down

A navy ship and he manages to find a pair of high heels that fit??? I know there are women on board now but still what a coincidence !

[Crissy 107]

I wonder what would be said if we were all on the same Navy ship?

[HelpMe,Rhonda]

I wouldn't have, if they had it, but then now I'd be regretting not doing so, so guess it was good they didn't.

[SometimesBrandi]

A navy ship and he manages to find a pair of high heels that fit??? I know there are women on board now but still what a coincidence !

Every division has a stash of female cloths or they make them from sheets, mops etc. There is a lot of competition to be chosen as king neptunes bride.

[Sheila B Kelly]

We didn't have crossdress day in Ireland. Just in case we were ever going to I practiced regularly at home in my sister's uniform 😉

[Leslie Langford]

Every division has a stash of female cloths or they make them from sheets, mops etc. There is a lot of competition to be chosen as king neptunes bride.

Personally, I don't wait until I've crossed the Equator in order to crossdress. ;)

On that general topic, back in WWI the British developed the concept of Q-Ships...basically innocent-looking merchant ships that were armed to the teeth but appearing to be sitting ducks, the purpose being to lure unsuspecting German warships or submarines into trying to sink them but then opening up on them at the last moment with all their firepower to turn the tables on them. They often dressed young, fresh-faced sailors in women's attire and had them run frantically across the ships' decks as part of this charade to reinforce the illusion of them being harmless, passenger-carrying merchant vessels.

[Suranne]

They didn't have a crossdress day at my school, (too long ago), but I really wished that they did.

[Petra1]

A club I joined in high school had a year long initiation, which included its own version of spirit week. There was one day where all initiates had to dress as the opposite sex. While I had already been wearing mom’s things at home, this would be my first time in public. Wore a green wraparound dress. I cheated though and wore my regular clothes underneath however, I was the only one who attempted breasts by using rolled up washcloths.

[MonicaPVD]

We had a crossdressing day as part of spirit week in high school in the nineties. That was my first experience going out "in public" dressed. I participated junior and senior year, as by then I had the nerve and the appropriate circle of friends to pull it off. Curiously, that event also led to my first "encounter" with a very handsome boy from the football team, but that's a whole other story.

[michellecd9999]

A lot of people your age and when you were in high school. I was in HS in the early 70?s and we did not have a swap day but did have a womanless pageant. I was nominated to rep the band, but turned it down even though I was secretly CDing at home. I think I did not want to give myself away! A year later my parents volunteered me to be in a womanless pageant at my CHURCH! Which I did... more info and maybe pics to follow... my first CDing in public...

[Bruce64]

We didn't anything like that but I wanted to Dress like a Girl and dance, I wanted to be a Dancer and a few years after I told a Lady Classmate, we are in our mid Fifties now and she told me I could have done it, I was young about 15, had no money to buy things to wear was a dream Today it's not, but the interest isn't there

[CarlaWestin]

This may sound odd but, in about the 10th grade, late 60's, our school did a slave day. We bid on each other for the opportunity to have someone to treat as their
personal slave for a whole day. A pair of BFF girls bought me and had me where a dress all day. I seem to remember a pair of handcuffs were involved.
Great fun.

[Jodie_Lynn]

Back in my HS days, we had no such thing.

We were too busy dodging sabre toothed tigers on the way to the school cave.

I did, however, get an "A" in Fire starting.....

[MarinaTwelve200]

In the 60s and 70s in south MS, We had "CRAZY DAYS" under various names, where we could wear ANYTHING we wanted to---And they gave out prizes too. A good portion of the boys Cross dressed, but NOT ME, however, although I would have wanted to. I suppose I was too embarrassed to ask my mom for help, etc.---Although I DID CD in Secret when my parents went out of town. I don't think they suspected, but I wasn't gonna take any chances. Indeed Cross Dressing was a BIG THING in the 60s at Mardi Gras Which is celebrated in Louisiana, South Mississippi and Alabama. And Halloween too (Mardi Gras influence) Most of my friends Costumed this way, and often quite "Detailed" too. Still I chickened out, but NOW, I realize, if handled right, I likely would have been able to get away with it. As my parents seemed to be cool about my friends outfits. A big regret of mine. -----I enjoyed going the Mardi Gras Parades in Biloxi, MS and trying to guess which "Women" were really guys. I was surprised when many of them spoke. We wore costumes in the crowd or could walk along with the parade. Too bad I didn't have the nerve to do it at the time.---I still don't go out in Public, although in recent years I was a (Female) Gypsy Fortune Teller at our Church Halloween Party (see Pic) and Participated a couple years back in the Church's Womanless Beauty Contest.

[michellecd9999]

Okay, Here is the pic of my in my dress at the womanless beauty contest on Dec 31 1974 at a Baptist Church! My first public crossdressing pic. I had been CDing in private at home for several years. I wanted to wear heels, but my mother thought I would not be able to walk in them. Little did she know I had been walking in her heels for years!

Michelle
311949

[anna.h]

They had it at my high school once, but I didn't know about it until I saw boys in drag and inquired as to why. I had never dressed or even thought of doing it at that point, but somehow I was extremely disappointed at the missed opportunity.