You and Crowley are good friends, though he’s strange, sometimes he wants to be at your side constantly and sometimes he leaves for weeks at a time without saying a word. And in front of the Sam and Dean? No way. But it’s alright, when it matters there for each other. One night, nothing is going his way, demons awry, hellhounds barking, too much paperwork. So he calls you, telling you to meet him at the bar you two share. When you show up, he can’t even smile, he just sips on his scotch.