As anyone who visits this site knows, I really like the idea of the unaware or naive male. I know it's completely unrealistic, but I like to imagine a boy who simply likes to be pretty. So he dresses as such, and doesn't even realize that he looks and acts like a girl.
It's really not *that* far-fetched. Or the idea isn't, at least. Lots of guys act very femininely, and don't realize it. Sure, I'm taking it to an extreme, but...well, I like it. : )
I hope you do too!