"I don't know." He busies himself pouring the drinks and though he doesn't want to give the topic much thought, it gets quite a lot, anyway. Would he? There are so many factors. How likely would he believe the return of Blake's memories to be? What is going on at the time?

"I think if I was still here and the Winchesters were, too, that I would. You're not the only person I get along with here."

With a smirk, he turns back to hand Blake his drink.

"I'd most certainly keep trying to sleep with you, because you know I love a good challenge."