certainthings

Interesting questions on the last three, there. Hard to answer, though, because if Ruby'd been an angel I'd imagine more than perceptions would change - Sam wouldn't have been sucking on demon blood for one. I do get the feeling Sam doesn't like the angels but he doesn't like most demons either. I don't think he species-categorizes as much as Dean does. I also think Dean wouldn't have had the kneejerk DNW reaction to her. On the other hand, Dean was naturally suspicious of the angels at first, because he's suspicious of, basically, everything, especially things that seem good (and his life: not doing anything to change that.)
And your vaguely jock!Angels made me laugh.