Supernatural: Sin City
When a couple of men go crazy and kill themselves, Dean and Sam go to investigate. Turns out General Hammond is running a town with vices like whiskey and whores. He's not alone, a priest demon and a sexy barkeep demon are pulling the strings. Dean gets trapped in a basement with the the sexy barkeep. They have a heart to heart and she explains some of what happened when the demons were released from hell. We find out that Yellow Eyes was Azazael. In the event of Azazael's death, Sam was supposed to be the leader of the demons! Bobby fixes the demon killing gun with the help of the blonde demon who keeps saving Sam's arse. Sam bursts in to save Dean from both the priest and the sexy barkeep. He shot first and never asked questions. Dean shares his concerns with Bobby about Sam being fully human now that he's been brought back from the dead. Sam and the blonde arse saver discuss Deans future and what Sam needs to do to save him.