"They should workshop that, having a corporation's so much easier than possession." It really is unfortunate that Crowley's main weakness (aside from Aziraphale) is his curiosity; he had every intention of being subtle about the demon thing, but he's too caught up in wanting answers from Sam to think about exactly how much he's giving away.

"Right, I get that, but —" That thought is lost to another one, as he squints at Sam, his brow furrowed above the glasses. "Where'd the first demons come from?"

Did the Morningstar still fall? What about Beelzebub? Was there a version of Crawly, in Sam's world?