[It's not like Conrad would really expect anyone to comply with a dare... What happens if someone doesn't want to do what they're dared? Nothing, really. So he's actually a little surprised that she goes through with it.

He just sits there, rather captivated. What cane he say? She did a good job.]

That was pretty good. I, uh, didn't expect you to actually sing anything.

[He may be a Pokémon that's supposed to excel at singing, but he'd be far too embarrassed to try and sing in front of someone himself. So he can consider her performance rather brave.]

I guess I'll pick truth again, if you want to keep playing...

[He's not sure when the game is supposed to end. Whenever someone refuses to participate? Or just when they get bored of it, maybe...?]