 With the devil's trap around the cemetery now broken, Azazel confronts the Winchesters and easily overpowers them.However, John's soul escapes through the Gate, and distracts Azazel long enough for Dean to shoot him dead with the Colt.Sam later learns that Azazel did not personally kill his girlfriend Jess but had a demon possessing his friend Brady do it to drive Sam back into hunting.