Dude, you haven't even started dating him yet, I think you're puttin' the cart before the horse here! Setting aside the whole outdated concept of virginity, the fact that you have more experience doesn't mean that you're in different... I dunno, Dating Leagues. You can still talk things out, you know?

[ HOW IS SHE THE ONE GIVING ADVICE ON THIS, SHE IS SO BAD AT DATING... ]