I am soooo late... submitting on the day the challenge ends?
If I were to meet my genderbent self... he'd be nerdier than I am (how that's possible I'm not entirely sure), but somewhat sportier. Especially if he had contacts...
I figured if I was a boy I'd have a weird flippy hairstyle, just because that's how weird I'd be. Here, he and I are walking down the hallway in school, not watching where we're going, and, of course, we smack into each other in the hall. I'd be totally cool with it, because come on, it's me, but his shy, nerdy personality would force him to apologize and scratch his head in an embarrassed manner. If it wasn't me, I'd most likely ask him out on a date then. I can't be the only one who thinks he's cute, can I?
Done in about a half hour with my good 'ole sketchbook and mechanical pencil.
EDIT: Oh, almost forgot... I'm pretty sure his name would be almost-the-same as a famous male singer's like mine is.