Guest Stars Steve Valentine as Dr. Nigel Townsend Kathryn Hahn as Lily Lebowski Lois Nettleton as Evelyn Marlene Forté as Gloria Peter Onorati as Detective Benza Christopher Cousins as Father Lynch Brian Howe as Officer Cosgrove Susan Walters as Gail Horton Judith Moreland as Devlin Correctional Facility Official Leon Russom as Earl Lewis Brian Tarantina as Devlin Inmate Martinson Patricia Place as Mrs. Flynn Co Starring Greg Allen Johnson as Woodshop Supervisor Clark Sanchez as Inmate #1