Personally, Ruby is glad the angel disappeared; She's terrified of him, though she won't admit it or show it. One argument or discussion point at a time is better for all of them. Dean won't argue with Ruby training Sam's physical abilities. He can't deny that she's good in a fight. He will have a little more to say about Sam's mental abilities though. That is for another day.

Dean looks over to Sam, a have you lost your damn mind expression on his face. "Sam...she's a demon. I get it. She gave me the 'I'm different' speech, but I can say I'm a bear and that doesn't make it true. Help me understand this because right now...I don't get it. If you weren't...you, I'd just say it was the sex because she's smoking hot, but you're not exactly led around by your dick most of the time."