Because at this point in the game, it's still considered (and should be) socially unacceptable.
Guys are guys for a reason, and the same with girls. There are moral and physical absolutes that should stay that way. This is one of them.
Oh grow up.
I couldn't disagree more with what MasterOfStudies wrote. There are no such "absolutes" from a sex point of view (genetically speaking) - most people would probably be surprised how many people are actually neither fully male nor fully female, because we're all mutations in-between the aspects and traits that make us whole, which goes for our sex as much as for about anything congenital.
That said, and even though most people are divided into "men" and "women" - Whatever is "socially acceptable" genderwise, shouldn't matter to anyone as long as people don't churn additional boundaries (like going nude in public etc - not that there's anything wrong with aesthetic nudity in general, but scandalisation works both ways and is usually undesirable).
Some "guys" are more feminine than masculine and some "girls" are more masculine than feminine - however, "masculine" and "feminine" are just learned/acquired social constructs mainly meant to simplify things, but they rarely represent individual reality (in an "absolute" kind of way). A person in a skirt/dress should be as "acceptable" as a person in jeans or a tux - so, I don't see how clothing can be of moral relevance by itself, but I think it's ethically questionable to shun people purely based on their appearances.
when did that become illegal?...
They can! Haven't you heard of Rupaul?
Good question. I say go for it. I see it all the time. If it makes you happy and it's what you want to do then what's stopping you?
He can & should be able to.
Regardless of what anyone else thinks it is your life & you're free do do what makes you happy : ]
Because it looks horrible D:
Gender norms that started when some cave guy in a fur bikini brought up confusing feelings in Ugg's mind.
Legally, (in the US, at least), you can. Morally-I don't see how wearing a different gender's clothing should be morally wrong, unless you are pretending to be that gender and not telling people your own gender in an intimate situation. Socially, if I were a man wearing dresses, I would want to do so in safety and that would require you using your judgement-don't wear a dress to a tractor pull!
you can but I hope you're strong and mature enough to handles other people' s reactions.
because the mean boys will beat you up
I say were what you want
You can if you want to,.... Scottsman wear kilts!
You can, the same way I could wear a suit and tie or an athletic cup. You just have to accept that the way you dress is going to lead to people judging you. Personally, I think men in dresses look silly (sorry - but I do.) If you feel like you have to do it though, go for it. My opinion isn't important.
Good question, sadly I have no answer