- Sam and Dean's grandfather, Henry Winchester, arrives by time travel, claiming that he has something to protect from an Abaddon that is hot on his trail.
- Fleeing the female demon Abaddon with the mystery box she's after, Henry Winchester flees through a hastily created time-portal but is surprised she follows and it leads not to his son John but his grandsons, who became hunters, not legacy 'men of letters' like him, elder guardians of magical knowledge. Despite bitterness over John having lacked a father, the trio must team up to reconstruct the past and protect the box from Abaddon, who kidnaps Sam.—KGF Vissers
- In Normal, Illinois, in the year 1958, a sharply dressed man wakes his young son and bids him goodbye on his way to work, playing a music box to soothe the boy back to sleep.The man travels to a mysterious building bearing the same symbol as a pin on his tie, and greets a beautiful woman named Josie. Men in robes call Josie away, but while the man waits, a number of screams draw his attention. He enters their chamber to find the monks slain, Josie possessed by the demon Abaddon, and the last living monk begging him to hide a mysterious box bearing the same symbol. The man flees into one of the adjacent rooms, and begins putting together a spell, diving through its portal before Abaddon catches him.
The man flies out from a closet in the present day, standing before Sam and Dean! The man asks for John Winchester, but when the brothers try to restrain him for answers, the man slips from their grasp and leaves the two hand-cuffed to a chair. Leaving the motel room, the man observes his futuristic surroundings for a moment before breaking into the Impala, at which point Sam and Dean get the drop on him.
Interrogating the man, Dean reveals that John Winchester was their father, before the proceedings are broken up by the appearance of Abaddon through the closet portal. Dean manages to stab her with Ruby's knife, curiously having little effect, but allowing the brothers enough time to escape. As the three drive off, Abaddon possesses the motel manager for knowledge of their trail. Down the road, the man catches his breath from the ordeal, revealing himself to be John Winchester's father, the boys' paternal grandfather Henry! Henry's story seemingly verified, Dean resents his grandfather for supposedly walking out on John as a boy, though Sam reminds him the current predicament might have caused Henry's disappearance years ago. Henry speaks of complicated spells to perform the time jump again, confused why the brothers aren't more knowledgeable about such things. It seems Henry comes from a line of Men-of-Letters, knowledge-keepers of the supernatural that John, Sam and Dean would have been trained in, had Henry not disappeared. Henry takes the boys to visit the group's headquarters, now remodeled as an Astro Comics. Explaining the ways of Men of Letters, Henry has Sam and Dean use an employee's computer to track down the other men from the group, all of whom were reported dead in a fire in 1958. One name, however, Albertus Magnus, leads the three to a nearby cemetery, where they discover that member Larry Ganem has survived to this day under an assumed name. Meanwhile, Abaddon visits the comic shop, and kills the young goth employee for her knowledge of the group's whereabouts. Back at their motel, Henry whistles the music box's tune As Time Goes By, before explaining that Abaddon ranks among the Knights-of-Hell, a group of special demons handpicked by Lucifer. The elder Winchester begins to realize from John's journal that he himself likely never made it back to 1958, as the boys explain how John came to be involved with the hunting lifestyle regardless. That night, Henry pores over his son's journal while Sam and Dean sleep, before departing and leaving a note that he'll fix everything. Realizing that Henry will likely attempt to go back in time again, Dean heads off to a local hoodoo shop to intercept him, while Sam visits the elderly Larry Ganem. Larry explains that the mysterious box contains a key to a supernatural motherload of scrolls and spells, which must be kept from Abaddon at all costs. Just then, Abbadon reveals her presence in Larry's wife, killing the older man and taking Sam hostage. Meanwhile, Dean interrupts Henry's ritual, worried that further timeline interference would cause he and Sam to cease to exist. When Henry refuses to relent, wanting to spare John from his difficult life, Dean has no choice but to knock him out cold. Henry awakens on the road with Dean, en route to trade Henry himself and the mysterious box in exchange for Sam's life. Dean explains that he'll never let Sam down the way he failed to save his father, Sam being the only real family he has left. The pair arrive at Abaddon's abandoned factory to make the trade, before the demon predictably double-crosses them. Abaddon stabs Henry, but not before he squeezes off a round, after which the demon finds herself unable to move. Dean reveals that he and Henry planned the switch, carving a Devil's Trap into the bullets, all in the interest of slowing the demon down. Dean beheads Abaddon, vowing to carve her into pieces, before Henry expresses pride in his grandsons, and slowly dies. The boys dig a grave for Henry next to his dead Men of Letters, and realize the significance of all Heaven positioning the brainy Winchesters and brawny Campbells together to produce them. Dean regrets that John never knew what became of his father, as the boys vow to track down the mysterious store of supernatural paraphernalia.
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