He frowns, not really able to grasp why someone would want to honor a demon deal just to be sporting. Maybe they don't understand.

"Not sure what chaos has to do with it. But if you want to keep the thing ironclad, I don't just mean loopholes in your favor. Did you build in no-harm clauses for that family of yours? And I'm talking no indirect damage, no sabotage of their interests, no room for 'oh but you did something awful, not our fault if we put a geas on you first.' They love that crap. Makes them feel important."

As for the apocalyptic backstory, Crowley snorts as he hears a combination of words he never really expected. "I don't typically deal with sudden crayon art."