Ah, y’know, I had never really considered a meeting between those two before. They’re from such different worlds. Bowman’s out there in the forest and Oscar is safely tucked away in his motel room walls. Naturally, it’d be the Winchester bros that brought them together, if they met.

It’d probably be a pretty laid back meeting, at least as far as their usual goes. Both of them would appreciate meeting another smol for once. They’d probably try to look out for each other. I can imagine Oscar would be jealous of those wings.