We really didn't have this problem when I was growing up. I blame the liberals ;)

The boy would have some interesting choices to make. For example, should he stuff? And if so..., how much? Should he wear a G-String to avoid unsightly panty lines? Should he wear a bra and let the strap show so he really fits right in? Should he pee standing up? I'm sure you guys could come up with more stuff to add to this list ;)

What's so bad about a guy wanting to walk around naked? If some guy can wear a dress, why can't I wear my skin dress?

What's so bad?

He's wearing a dress that so doesn't flatter his body type. :/

I've worn three dresses in my hereto life, all of which belonging to my wife. This is because she has awesome taste, and because being a man isn't about being an ignorant asshole, all the time.

Nothing wrong with a guy wearing a dress I have many times and if you wear it with heels girls seem to like it, or the ones i've met did, I never realised that it was easier to pull in a dress than in a blokes clothes!!

Really, dresses just make more sense for everyone.

You can get a nice little breeze up in there during warm weather.

Just kind of lift it up a little if you need to take a piss.

You have more room in the crotch, a lot more freedom.