In this hilarious scene from the upcoming episode of Supernatural, "Criss Angel is a Douche Bag," Dean goes to investigate the chief, who turns out to be some sort of S&M guy. Hilarious.
The demon Crowley reveals something important to Sam and Dean on the episode "The Devil You Know." He tells them how he's been able to track Sam and Dean.
Why do they call this place The Empty? It's full. It's full of sorrow and despair playing over and over again of angels and demons dreaming about their regrets. Forever.