The exchange by e-mail is more intimate than conversation - you allow yourself to say things you otherwise wouldn't.
Be bold. If you're going to make an error, make a doozy, and don't be afraid to hit the ball.
People are complex. You can be smart and still look hot. You can be a punk rocker yet have a refined vocabulary. It's all about this mashup that makes us who we are and I think that's a beautiful thing.