Being a part of a major crime family has always been normal to Dean Winchester. He was used to having guns in his face. Getting bloodied up in order to get the information he needed for his father and furthering his place in the underground crime circuit of the city. But after a traumatic kidnapping he was hidden away for years, once the proud firstborn son, now a shame his father never wanted to acknowledge. But after his father fell into serious debts with a new upcoming competitive family Dean was dragged out of his quiet life and thrown right back into the fire with no control over what happens to him. Castiel Novak is dead set on ruining the Winchester name and decided to start with the prodigal son, but breaking the man comes with its own set of challenges he never thought he'd face. And he wasn't prepared for where he would end up at the end of it all. Mature audience only. Dark themes through out.