Guest Stars Jim Beaver as Bobby Singer Jamie Luner as Annie Hawkins Elysia Rotaru as Victoria Dodd Antonio Cupo as Whitman Van Ness Co Starring Stephanie Van Dyck as Debbie Tillen Farrah Aviva as Psycho Ghost Billy Wickman as Brian Craig Erickson as Haskel Crane Derek Gilroy as Dexter O'Connell Steven Richmond as Dudley Scott Russell Roberts as Quentin Bonn Smith as Jesse