Originally Posted by DontRunMeOver

Well, that would also mean that you look worse in a dress than he does, in which case he'd be mad to be interested.

Having said that, I'd doubt that he actually looks better in a dress than you do, you're probably just being neurotic about that. And as for the cross-dressing at least there's a good chance he'll be a kinky bugger (well pointed out Fal) and if you end up having kids, the female ones are sure to scrub up well. So go for it. Just keep an eye on that black cocktail dress...