The usual stuff. She was right about that. It was actually starting to get a little old. Didn't the angel have anyone else to harass? It was annoying, hearing someone go on and on about how you were going to go darkside and that a friend was going to be the reason for that happening. Ruby might've been shady, but she knew better than most that he wasn't going to listen to her if she suggested anything he wasn't favorable about. They had nothing to worry about.
Even if, without him knowing, Ruby was thinking and suggesting things that he didn't catch onto. Things that he would have never agreed to talk about seriously in the first place. Like someone fixing the way things were about hell. They'd actually started on about that the night before. Sam had asked if she was crazy and, as it should have been, the conversation was cut short. He didn't think much about it, beyond the whole 'if things changed down there deals would never be made again' thing, assuming that Ruby was just talking as she always did. If he had though, Sam would have gotten suspicious enough.
At her final sentence, Sam's brows lifted and his expression darkened. "That's stupid. You don't have to do anything like that."