What was wrong with him? Why precicely did Castiel think he was the wrong angel to ask. Personally she thought him the best of a bad lot. Uriel had very nearly scared the hell out of her and Zachariah...Well, the less said about him the better for all concerned in her opinion. "I don't think I did, Sam and Dean respect you probably more than anyone else in heaven, and you haven't smited me yet have you, so y'know. I'm liking you"
Or was that it. That was very probably what it came down to in the end, he was supposed to kill things like her without thought or emotion behind it. He was instead telling her she was brave to do what she was doing. He was being kind and Ruby didn't understand that words like that to an angel were abhorrant. He'd grown maybe, from having known the brothers, and maybe that wasn't allowed.
"Changes you doesn't it. Being around the humans, seeing them happy, hurting, joking, love and be loved. Its not what either one of us is used to but it got to us. It got under our skin and now we can't get back what we were. Though maybe thats good in your case as well as mine, what do you think?" she asked, handing Castiel another full glass. "Maybe caring about humanity more than you're supposed to by the divine rules will do you some good and maybe it'll mean we actually win this thing." she hoped so, after all she'd done, she really honestly hoped so. "Castiel...you're different, maybe like me but from the other side, so we can sit here, drink and share war stories, tell each other when it started to change and maybe work it out. Or we can just accept that change as a good thing. I'm not here to teach you to sin or fall or any of that. I'm just here to teach you that maybe humans aren't so far apart from you as you think. They care about things. Just like you're starting to, right?"
She was taking so many risks, just with all of this, but she didn't mind. She'd help the angel. If she could.