"You seemed to like the idea of it, even when you were all powered up. I mean, even the brothel, you just kinda seemed nervous about the idea." Nervous. Terrified. Scared of tits. On the other hand, he'd been pretty enthusiastic about kissing Meg, though he'd been mostly fallen at that point. "Maybe you're one of the few, huh?"

Mostly, Dean is pushing the issue, because he's trying to figure out how long he has to figure himself out and he wants to make sure that if it takes him a while, it won't be for nothing.