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Originally Posted by guccilvr
actually, there's something like 75% of straight men have tried on women's clothing at one point in their lives. It often stems from a subconscious belief in a woman's superior sexuality and the raw power of their sexuality. Then there's also the guy who's just curious as to what it feels like..and the guy who feels trapped in a man's body..etc.
anyway, back to the OP, I'd say it depends on the kid. If a kid is already having major social issues, it may be better to focus on those issues first before he starts donning mini skirts and halter tops.
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Maybe he's having social issues because he's been told he has to conform to someone else's idea of what's appropriate.
If he's not hurting anyone else and it makes him happy, he should wear the dress. Just be sure to teach him to wear styles that flatter him.
