Crossroad Blues

When two highly successful professionals die after claiming to be haunted by hellhounds, Sam and Dean investigate the local dive bar and discover it sits upon a site where a deal-making demon has been making people's dreams come true in exchange for their souls. Dean summons the demon to exorcise it but is horrified after it reveals the painful truth about John's death and tempts Dean by offering him the one thing he wants more than anything - his father.