Guest Stars Reginald VelJohnson as Todd Brian McNamara as Kyle Brooks Cynthia Stevenson as Dianne Brooks Cutter Garcia as Uniform Cop Stewart Skelton as Alumni #1 Charles Rahi Chun as Simon Rafael Kalichstein as Bartender Oliver Macready as Drew Cooney Nicola Hersh as Mrs. Rutherford Lindy Newton as Young Trudy Kyle Kulish as Alumni #2 Charles Laulette as Alumni Husband Alex Cohen as Delivery Man Luiggi Debiasse as Young Monk Glenda Morgan Brown as Alumni Wife Loanne Bishop as Alumni Chairwoman Milda Dacys as Juliette Dee Baldus as Gertrude Franc Ross as Clinic Doctor Joshua Alba as Student #1 John Furey as Dennis