Ruby.
I feel like someone upstairs is laughing at us right now. Like they specifically went ahead and made what used to be black and white all gray and irritating. I mean, I get it. Sometimes there's the exception. Sometimes a person is cursed and screwed up and there's nothing that they can do about it. But if that's the case, they should just lay down and accept their fate. Back when I thought I was supposed to be this big, evil...whatever, I asked Dean to kill me if he had to. These people should be able to do the same.
Why stop at Lilith? There's more out there, back home.