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 Brian Howe as Officer Cosgrove Christopher Cousins as Father Lynch Susan Walters as Gail Horton Judith Moreland as Devlin Correctional Facility Official Patricia Place as Mrs. Flynn Brian Tarantina as Devlin Inmate Martinson Leon Russom as Earl Lewis Co Starring Clark Sanchez as Inmate #1 Greg Allen Johnson as Woodshop Supervisor