Ever tease your sister to get crossdress punishment?

[BethanyCross]

Did anyone ever tease their sister in order to be crossdressed as a punishment? While I did not do this, I realize now that if I had pulled at my sisters curlers enough I would have ended up in curlers myself. During my childhood, my mother occasionally did some minor crossdressing things to me so I think I could have ended up with many interesting "punishments". Oh well, opportunities missed!

Some actions that might have provoked such a punishment might have been; upskirting, snapping bra straps, spraying perfume, etc.

[Patience]

Not really, no.

Hey, look, 1000 posts!

[Tracii G]

Nope never happened once but I can see someone having a fantasy about that.

[Micki_Finn]

Nope. As Tracii said, seems a pretty common fantasy.

[Tracii G]

Kind of like the old "I lost a bet so I have to crossdress at work" fantasy that gets spread around.

[Robertacd]

Honestly all those stories you read about "pettcoat punishment" and the like are just that, stories.

[luuv2dress]

Never teased, they just did it

[Robbiegirl]

We had a card game we played during the summers in Junior High called Spoons. The two biggest losers had to do whatever the group decided. My two sisters and her friends loved making the boys run around the block in girl clothes . Once for sure two of them had to wear tennis dresses and another occasion I remember the two boys having to wear girl scout dresses. Very funny times ! Darn don't know why i always tried to win .

[BTWimRobin]

I don't have any sisters :(

[BLUE ORCHID]

Hi Bethanie :hugs:, I was a lot older and much bigger than both of my sisters,

I guess tat I picked the wrong year to be born. >Orchid ..o:daydreaming:+..

[abbiedrake]

Erm, if this were my fantasy I think I'd rather indulge with a consenting adult, one that I wasn't related to. 😜

Hey Patience you can call yourself a millennial now. 😬

[RADER]

My Sister was 12 years younger than me, so no such luck there. I wish I could have been receiving
a punishment of wearing female stuff.
Rader

[Leelou]

I also had no sisters, so no experience here. From the stories I've read here about sisters dressing their brothers, it seems to be more because the girls enjoyed it and not as a punishment. I enjoy reading those stories because I would have loved it!

[MarinaTwelve200]

I have read about two female assistant principals getting in trouble for punishing a boy by putting lipstick , nail polish and a plastic red bow in his hair, before sending him back to class. I also read about a mother lamenting that SHE may have been the cause her son came out as Gay, for the one time she made him mop up his muddy tracks on her clean floor having to wear an apron and lipstick.----Real life is nothing like the fantasies. As a School kid in the late 50's we heard "horror tales" of some "leather jacket teens" who would hang around the drugstore , grab the occasional elementary kid and put lipstick on him or mark up his face.

[Confucius]

Not exactly.
I was teased about crossdressing, either as a punishment or just as a practical suggestion.
The only person who suggested it as a punishment was my grade school principal.
A female friend suggested it as a Halloween costume.
A female coworker suggested I wear a dress to work.
My mother did some dressmaking and I was used to model when it was my size. My mother would tell me that I should have been a girl.

[docrobbysherry]

I had a younger sister. When I teased her my dad beat the crap out of me.:Angry3:

Why the heck would any adult dress a boy in girls clothing for punishment except in a CD's fantasy?:brolleyes:

[Tracii G]

Seems the point has been made if you post about fantasies many here have already heard that one more than just a few times.

[Jodie_Lynn]

Too bad there isn't a "CD Fantasy" section of this forum, where all the extreme dreams could be contained.

- - - Updated - - -


We had a card game we played during the summers in Junior High called Spoons. The two biggest losers had to do whatever the group decided. My two sisters and her friends loved making the boys run around the block in girl clothes . Once for sure two of them had to wear tennis dresses and another occasion I remember the two boys having to wear girl scout dresses. Very funny times ! Darn don't know why i always tried to win .

Of course they did. :straightface:

And this one time, at band camp....

[Molly Wells]

My sisters never "forced me" to crossdress, but I decided to wear a dress for Halloween when I was 13. A little embarrassed when I asked my sister if I could borrow a dress. She was thrilled to help and fixed me up with a dress, bra and padding. She did my makeup and all. I had a really fun night running around the neighborhood that night!

Another story, I was driving the church bus on time with a bunch of middle school kids on board. It was after dark but I could tell that several of the girls were gathered around one boy and paying him a lot of attention, laughing and carrying on... after a while I heard the boy exclaim that he would love to dress up as Dolly Parton. Me being a crossdresser I smiled to myself thinking "me too." When we got to the church and the kids were getting off the bus I could see that the girls had put make up on him, his eyes, lipstick, eyebrows... the works. He looked pretty good!

Molly

[SabrinaEmily]

I don't think that's a real thing outside of fetish stories.

Then again, I thought that about "womanless beauty pageants" and those are apparently real (specifically in the Deep South, too). The world is a strange place.

[Stephanie47]

Too bad there isn't a "CD Fantasy" section of this forum, where all the extreme dreams could be contained.



There is the "Writer's Society" section. If you are able to compose a short story have at it!

[Jodie_Lynn]

@Stephanie47

That wasn't really the point I was trying to make. :)

[karynspanties]

No but when I was just shy of 15 my friends mom caught me wearing her bra, panties and full slip.

[sometimes_miss]

Back then, I wouldn't dare; my sister hated me. There was one incident, where she and her friends didn't want a little boy following them around (I didn't have any friends at that point), so they told me if I wanted to go with them I would have to wear a dress. This was before I was molested. Not being a crossdressing child yet, I hated the idea that they were trying to make fun of me, saying I was a sissy anyway, so I should wear the dress (they knew that I was getting picked on by the other boys at school and wouldn't fight back). I refused, and went home, alone. She and her friends did some other kind of mean things to keep me from away from wanting to hang around with them, too. After the sexual abuse started, knowing that they would make fun of me even more for any 'girly' behavior, I hid my secret crossdressing from everyone. Boys back then were simply never to be interested in girl things, ever. It just wasn't done.

[Gillian Gigs]

Let me assure you that punishments can and do take some strange forms. My introduction to this lifestyle was a result of panty punishment by both my parents. At age four this was not fun, and there was no desire to have it done again, it was nowhere on the horizon. It was humiliating and I was reminded about how shameful it was. Whether it was the threat of, or the actual punishment, that happened again, this was something that got buried deep for many years. Puberty added a new element to the picture that has taken me to the point where I am today.

Bethany, if you are looking for fantasies then look on sites where you will find them, real life and fiction rarely come close to what you are asking for.

[MarinaTwelve200]

I don't think that's a real thing outside of fetish stories.

Then again, I thought that about "womanless beauty pageants" and those are apparently real (specifically in the Deep South, too). The world is a strange place.

I did one a couple of years ago at Church, we had 8 "contestants". It's easier when YOU are not the only one. And oddly enough, two of the most likely "unpassable" guys, made the most "realistic" women. I walked right past them and didn't look twice during our early supper before the event. (I didn't say they were "attractive", just realistic ;) ) Of course it was "rigged", our 80 year old retired preacher won it. Unfortunately the camera man "forgot" to put the SD card in the video camera (was he bribed?) so we didn't have a photo record of the event to look and laugh at at Church supper , the next week.----All I got was a fuzzy group shot pic.

[Beverley Sims]

No but I have been able to take up many a dare, when I did it successfully I became known for passing well as a girl.

I often went out wit the other girls to dances on Saturday night, I forgot to know how to dance with a female partner, I got mixed up all the time.

[alwayshave]

While my older sisters dressed me, I never did anything to cause it.