Do they pull out the stops first? It might help, if it means he'll let them go. Someone a little cleverer would be careful about playing their best card so early, but it's the only card in their hand at the moment, so they snap it out, whippet-sharp, and couple it with as coolly disdainful a tone as they can possibly bring to bear.

"Remembering the last thing Napstablook ever said to you, of course. I'm wondering if it was all that important."