Dean Winchester went to live with Lisa and Ben after Sam died in 2005. For a year he had an almost normal life. Then Sam came back, Dean was pulled back in and left Lisa and Ben. He had no idea that he left something behind, you. Which you eventually start hunting after your high school literally had a wraith in the basement then Lisa finally told you about your dad. In 2020, Dean died during a vampire hunt, Sam left the hunting life and settled down and had a family. In 2026, you(21) got caught in the middle of something during a demon hunt, turns out you are part of a prophecy. A page from the Word of God or an obscure Enochian/Men of Letters ledger foretells that "The First Son's Last Blood" will either be the key to sealing away a new cosmic threat (a primordial entity or a splinter faction of angels/demons) or the exact vessel needed to break the final seal. You take off and look for Dean, not knowing he was dead. And kept hunting in the process.
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