Does dressing up boys as girls punishment really exist?

Yes it does. When I was in school there was a boy who got it from his step mother about twice a year. I remember him wearing lipstick to junior high school a few times, and he had the tube with him and had to keep it fresh ... his sister and cousin had to tell his step mom.

Punishment? Why should dressing a boy in a dress ever be considered punishment? Would dressing a girl in boy's clothes be an equal punishment?

When I was young I must have dressed my little brother as a girl about a hundred times. I never did it as punishment. It was more out of boredom, and we all had a good laugh. No one was harmed. No, it didn't affect his sexual orientation either.

When I was in high school we had a tradition as part of freshmen orientation. The upper class men would competitively bid on freshmen to mentor for a week. It was really a kind of initiation. It was also a tradition to hold a woman-less beauty pageant with the freshmen guys on one day. The girls got to give the guys a make-over, usually in an old prom dress. Most guys didn't look good in dresses, but there were a few that did. If a guy looked good in a dress then he was treated like some kind of hero, and we would all cheer for him. I didn't consider that punishment either.

If I had my own son, I would encourage him to play dress-up and even let him play with dresses. I don't think that guys should grow up being afraid of girls clothes. There is no magic in girls clothes. They don't make you gay, or make you wish you were a girl. Its just clothes.

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Although, these days, it hardly ever happens.

It still does sometimes though.

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