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The brothers take on Cupid when the people of a small town start killing each other in the name of love. However, they soon discover that a greater power is responsible.
To prevent the Apocalypse before it ever starts, Anna travels through time to kill Sam's parents before they conceive him.
While the brothers are on a case, Sam is targeted by a high school student who has learned a body-switching spell. Dean discovers his brother is now more interested in getting drunk and hitting on women, while Sam has to deal with the teenager's home and school life.
The brothers must go undercover as patients at a mental hospital to get at a monster, but soon discover they have some mental issues of their own to deal with.
Sam, Dean, and Castiel find the Colt and go after Lucifer. The hunters reunite with Bobby to battle evil that could be potentially their last fight.
Sam and Dean are tricked into attending a Supernatural convention by their super-fan Becky. Sam and Dean are in for a shock when many of the fans are dressed up like them.
Dean and Sam find themselves mystically trapped in a series of real-life "TV shows" and there appears to be no escape. They believe their old enemy the Trickster is responsible, but discover someone or something else is involved.
Bobby risks his life by betting 25 years of his life on a poker game run by a witch. Dean tries to save Bobby but ends up drastically aging.
Sam and Dean investigate reports of fairy tales come to life and find the young boy who is responsible, and has a power to create real creatures from fantasy. However, the brothers disagree when Castiel tells them to kill the boy because of the power he possesses.
Sam and Dean head to a small town where people are murdered by famous dead icons. However the brothers come to a dead end when two teenagers reveal they saw Paris Hilton kidnap their friend.
Dean refuses Sam's efforts to help him battle the Devil, and then wakes up to find himself five years in the future, in a wasteland where Lucifer has begun his endgame by unleashing a virus that transforms humans into zombies.
Sam decides to stop hunting but has a hard time after he receives a surprise visit. Dean and Castiel try to find the Archangel Raphael in their bid to stop the Apocalypse.
Hunter Rufus Turner calls in Bobby, Sam, and Dean to deal with a demon infestation in his town, but they soon discover the truth is much more horrifying. Meanwhile, Castiel goes to seek the only entity that can defeat Lucifer.
Sam, Dean, and Bobby must deal with the aftermath of the Devil's escape from Hell, and receive startling news from the Prophet Chuck.
