The sixth season picks up a year later after Dean sadly watches Sam sacrificing himself down into the pit. Keeping the promise he made to Sam, Dean gives up the life of hunting and now lives with Lisa and her son Ben. After Dean became poisoned by a Djinn, begins hallucinating his worst fears. Sam saves Dean by injecting him with an antidote and later wakes up seeing Sam alive and well. Sam reluctantly tells Dean that he has been back for nearly a year while hunting with their grandfather, Samuel. After helping kill the Djinns, Dean declines returning to the life of hunting and decides to continue...

The fifth season begins right where Season 4 ends with the portal for Lucifer opening. As Lucifer escapes, the brothers are teleported into an airplane by an unknown force (later revealed to be God). Later, Dean is told by Zachariah that he is "Michael's Sword," meaning the Archangel Michael will use his body as a vessel to lead the forces of Heaven against Lucifer, but Dean must consent to this. Dean refuses and Castiel saves him when Zachariah tries to force Dean to agree by harming him and Sam. Bobby gets possessed by a demon and, instead of killing Dean, he kills the demon inside himself,...

In the third season premiere "The Magnificent Seven," Dean decides to make the best of his final year, indulging in many pleasures and refusing to even think about saving himself, while Sam tries desperately to find a loophole in the Crossroads demon's deal. While searching for escaped demons to send back to Hell, Sam encounters Ruby, a mysterious blonde who assists him but who also informs him that, for some reason, demons are killing all of his mother's old acquaintances. Sam learns that Ruby is a demon, and she promises him help in freeing Dean from his contract. She fixes the Colt so that...