Guest Stars Kelly Frye as Kristy Simmons Rachael Leigh Cook as Maxine "Max" Brenner Paul F. Tompkins as Brian Garrity April Grace as Dr. Margaret Stein Co Starring Jocelyn Hudon as Elizabeth Wise Abigail Marlowe as Michelle P.L. Brown as Delivery Man Michael Blake Kruse as Billy Hanes Joe Jagatic as Total Stranger Angie Kibiloski as Agent Alexis Foreman Noelle Bellinghausen as Dr. Meredith Tangley Alden Ray as Lyle Nicolle Radzivil as Young Woman JJ Hawkins as Darren Cayden Clark as Sammy Stephen Gilikin as Hayes Cullinan