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Castiel turns to Sam and Dean for help, when he tries to help the daughter of the man he's possessing but she escapes. Meanwhile, Crowley and Rowena have a chat, and Dean worries about what will happen if he gives in to the Mark again.
During a sheriff's retreat, Jody stumbles across murders involving eaten corpses and calls in Sam and Dean. When they arrive, they ask Jody to keep overeager Sheriff Donna Hanscum distracted while they look into the killings.
Sam and Dean track down a demon prostitution ring which leads them to the witch Rowena. They go after her, unaware that Cole is still on Dean's trail. Meanwhile, the husband of Hannah's host body comes looking for his wife, complicating things for Hannah and Castiel.
Dean learns that Bobby is the beneficiary in an heiress' will. With no monster sighting, the Winchesters go to find out what Bobby received. However, what they find is a murder and a possible husband-and-wife team of killer ghosts... or so they believe.
Sam and Dean investigate the disappearance of a teacher at an all-girls school and discover that the students are putting on a musical based on Chuck Shurley's Supernatural novels based on their lives.
Dean insists on going hunting on what he figures is an easy case: three werewolf-related murders. However, the brothers soon encounter a prior acquaintance and find out that the murders aren't as clear-cut as they seemed.
Sam tries to cure Dean and remove his demonic essence, but discovers that his brother doesn't want to be cured. Meanwhile, Crowley realizes that he will need someone to rally the forces of Hell behind to maintain their loyalty, and seeks out a dying Castiel.
Crowley discovers that Dean is becoming increasingly difficult to control, and contacts Sam to make a deal. Meanwhile, Sam escapes from Cole and returns to his hunt for his brother, and Hannah tries to make a deal with Metatron to save Castiel's life.
Dean embraces his new life as a demon and hits the bars with Crowley. Meanwhile, Sam tries to track down his brother, unwilling to accept what Dean has become, and runs afoul of a man trying to get revenge on Dean for a past crime.
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