I had the same thoughts as you re: the hell thing at the start. But I thought that perhaps he woke up into No Country for Old Men and was gonna get chased down by Anton and killed over and over again. Because that would be fairly hellish, even if there are porn mags there and white Impalas.

Bobby = totes awesome. to the max. Love.

I think it was Ruby in Sam's room. I think she ships Sam/Dean. I thought the 'Kelly'/'Chrissie' exchange was acting for Dean's benefit. I would have liked to see proof of Sam's grief. I may have to write fic. I may have to use a Wincesty icon. Sorry about that Riona.