How did you die? It’s not often we see Crowley’s smirk slip from his face. We saw it in 8x02 when Plutus tells Crowley he doesn’t have a soul. We saw it in 8x17 when Naomi called him a cockroach. We saw it in 8x23 when he realizes the Winchesters might actually kill him. Crowley knows what he is. He’s a demon, the lowest of the low, and as their king he embraces it for all its worth, but he still doesn’t like being reminded of it.
He used to be human. Used to be a little boy who just wanted his mother’s love, and she could not give that to him. We know she abandoned him at a young age, and we know somewhere along the way Crowley sold his soul.
We know from how we’ve seen Hellhounds kill on the show, like on 2x08, that they don’t have to tear their victims up, and oftentime will just scare them to death. We know from Dean’s experience with them in 3x16 that the victims often hallucinate before being taken, taunting them and pushing them to suicide.
It wouldn’t surprise me in the least if Crowley really did die in a gutter, covered in his own sick. No matter how he died, we know it wasn’t pleasant. And as ambular-d pointed out, his avoiding Rowena’s question only seems to confirm that. No wonder he just wants to be loved.