He looks warily at the archangel, wondering when he changed, and if it was as painful for him as it was for the rest of them. He says nothing until the girl is sent away, gathering his thoughts, then asks, "You don't want to kill him now?"

Because that makes a difference. He wouldn't be happy to see Castiel tortured or maimed, either, but he can't quite view Cas as all light and clumsy good intentions. Not any more. Maybe that's what hurts most.

"Or Anna?" Anna's not really the point of contention, but he'd be remiss if he forgot to speak in her favor, as well. "Or me?"