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 Farrah Aviva as Psycho Ghost Stephanie Van Dyck as Debbie Tillen Billy Wickman as Brian Steven Richmond as Dudley Scott Russell Roberts as Quentin Bonn Smith as Jesse Derek Gilroy as Dexter O'Connell Craig Erickson as Haskel Crane