Guest Stars Dave Allen as Jeff Rosso Chauncey Leopardi as Alan White Co Starring Sarah Hagan as Millie Kentner Stephen Lea Sheppard as Harris Trinsky Ashley Power as Popular Girl #1 / #2 Maura Soden as Mrs. Kent Denalda Williams as Angry Mother Jonathan Kasdan as Tommy Anna Coman-Hidy as Popular Girl #1 Pamela Gordon as Chain Smoking Woman Harriett S. Miller as Mrs. Whitman Amanda Lipin as Jill