Ever since he was young, Sam Winchester has tried to escape his past. After his mother's mysterious death, Sam's father set out to seek revenge on the evil forces that killed her and destroy other evil beings along the way. Unlike Sam, Dean Winchester Sam's older brother, was eager to follow in his father's footsteps, learning the tricks of the trade, and entering the "family business." Sam on the other hand, determined to break free of the "family business", left home as soon as he graduated from high school, unwavering from his quest to start a "normal" life on his own.
Just as Sam's new life was going perfectly with an upcoming interview at a prestigious law school and a beautiful girlfriend by his side, Dean arrived at Sam's doorstep to let his brother know that their father disappeared on a hunting trip. Upon hearing the startling news, Sam, though reluctant, had no choice but to help Dean track down their father.
Now, on the road together in search of their father, tracking evil supernatural forces along the way, Dean and Sam have begun to reunite after spending several years apart. However, during their journey, old sibling rivalries resurface, and the effects of their strange upbringing are shown. Sam remains wary of their father and mission while Dean, although cocky and fearless on the surface, still tries to come to grips with his mother's horrific death. But together with their different views and personalities, Sam and Dean are able to save lives by destroying the evil beings that haunt the earth.
Castiel is amongst a group of angels who manifest on Earth to stop the breaking of the66 Seals which will release Lucifer and start the Apocalypse. Over time he develops an empathy for the Winchesters, in particular Dean. When he learns that Michael actually intends for Lucifer to be released so he can kill him, Castiel tries to warn Dean, but is punished. Ultimately he breaks allegiance with Heaven to side with humanity.
A mechanic by profession, Bobby became a hunter after he had to kill his wife Karen Singer when she was possessed by a demon. Rufus was the person who introduced Bobby to the world of the supernatural, and they hunted together for many years until a hunt went wrong in Omaha around 1993.
Bobby's guilt over Karen's death caused her to inhabit his dreams. She is later resurrected by Death and he turned her into a Zombie and he had to kill her again which caused him more pain and grief. Bobby knew the Winchesters for quite a long time and also took the brothers out for hunting and also helped them.
In 2009, Bobby was paralyzed from the waist down after stabbing himself with Ruby's (demon) knife to overcome his own demonic possession when Meg(demon) ordered him to kill Dean. He was killed by the Leviathan head, Dick Roman who had shot him in the head. Yet before dying he gave the brothers a lot of clues.
Kevin becomes a target because of his ability to read and interpret the Tablets and was abducted by the leviathan leader Dick Roman and later by Crowley inorder to translate the Tablets. He had to learnt hard way how to survive when Sam and Dean disappeared for a year. When they returned, he is reunited with his mother, but she was later killed by Crowley.
Kevin spent a lot of time isolated on Garth's boat trying to translate the Demon Tablet for Sam and Dean, as it promised a way to lock all the demons in Hell. He discovers three Trials that must be undertaken. However while Sam is doing the third trial, Dean finds out it will kill him, and so he calls it off. Kevin's next task was trying to translate the Angel tablet, to find away to reverse the spell which Metatron used to expel all the angels from Heaven.
The trials, and continual kidnapping and occasional torture, took a heavy toll on Kevin. Despite he clearly becoming part of the Winchester family, Kevin remained cynical that anyone has his best interests at heart. He was killed in the Bunker by Gadreel on orders from Metatron.
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