In a surprise ending, Jake stabs Sam and kills him. Devastated by grief, Dean makes a deal with the crossroad demon to bring Sam back; as a trade-off, Dean gets one more year to live, after that -- his soul is toast.
Demonic omens are becoming more and more frequent. Sam wakes up to find himself in a ghost town with other psychics: Lily, Jake, Andy, Eva. They soon realize that they are similar; they all have powers.
An architect commits suicide. Sam and Dean followed a clue that some other successful people had died in the similar way as the architect within a year, and find out that those people had all bargained with "the crossroad demon".
Dean wakes up one day in a totally different world. His mother Mary is alive, he is married to a fine woman, and Sam is engaged to Jessica. Dean soon realizes he's been captured by a Djinn, who is slowly bleeding him dry.
Following what Sam has seen as a vision, Sam and Dean visit their childhood home in Lawrence Kansas. Sam and Dean discover an unseen force is terrorizing the current residents of their house, a mother and her two children.
Going back in time we revisit the first time Sam meets Jessica, and learn the secret she shared with her childhood friends. Now that secret is coming back to kill them. Can Sam save the girls by himself?
Sam, Dean and John were badly hurt in the battle with the demons and are taken to the hospital. Sam and John recover, but Dean remains unconscious. Dean's soul wanders in the hospital as a ghost and meets a Reaper.
Sam and Dean investigate a series of strange accidents on a mountain road. They come across Molly who insists she and her husband just crashed their car, problem is her husband and the car are missing
Sam and Dean reunite with their old friend Bobby. As they track down clues to John's whereabouts they find out that a buddy from John's Marine days has been murdered in a strange fashion.
With their hands on the Colt, everything else should be easy, right? Wrong. John gets trapped by Meg, an evil demon, and the boys have no choice other than to run.