I think the extreme DEADNESS of Moses probably rules him out, unless Castiel reveals resurrection is now taking place on a wholesale level.

I think Sam thinks he's not lying about hell, but at the very least he's lying to himself.

I don't know that Dean necessarily has the moral high ground on the prostitution issue--he is the guy who took an angel to a brothel--and the prostitute clearly enjoyed her experience with Sam (she said it was a peak experience and she wanted to do it again, hence giving him her card). I think Sam just sees all emotional connections that aren't family as dangerous these days. I don't entirely disagree that he's dehumanizing other people, though.