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Following a car crash caused by a [[Trucker|demon]], John offered his own life and [[the Colt]] to [[Azazel]] to save Dean. John revealed that he had known the "truth" about Sam all along. Before he died, John warned Dean that he may have to kill Sam if he couldn't save him.<ref>[[2.01 In My Time of Dying]]</ref>
Due to his deal with Azazel, when John Winchester died he was sent to [[Hell]], where over the next ten months (equivalent of a hundred years) he was tortured by [[Alastair]]. Alastair later told Dean that John never "broke" -- that is, he never gave in to Alastair's temptation to protect himself by torturing others. Dean, by contrast, gave in after three months (equivalent of thirty years) of torture, thus breaking the first of [[the 66 Seals]] to free [[Lucifer]] that required that a righteous man shedding blood in Hell.<ref>[[4.16 On the Head of a Pin ]]</ref> When the [[Devil's Gate in Wyoming]] was opened, he was one of the spirits who managed to escape and helped Dean kill Azazel by ripping him out of his meatsuit, distracting him long enough for his son to reclaim the Colt and shoot Azazel in his heart after he returns to his meatsuit. After sharing one last tearful moment with his sons, John's spirit passes on to [[Heaven]]. <ref>[[2.22 All hell Breaks Loose: Part Two]]</ref>
===Middle name===
