Guest Stars William Stanford Davis as Potato Pie Brooke Smith as Frances Simpson Octavius J. Johnson as Marvin Gaye Washington Sheryl Lee Ralph as Claudette Josh Pais as Stu Feldman Frank Whaley as Van Miller Paul Michael Glaser as Allan Kristin Minter as Liza Hendricks Diego Serrano as Teddy Co Starring Robert G. Brewer as Eddie David Dastmalchian as English Teacher Christopher Goodman as Russ Leah Bateman as Girl #1 Michael Edwin as Boston Detective Ashley Jackson as Girl #2 Jonathan Emerson as Dean Sarah Lilly as Dean of Admissions Aubrey Wood as Naked Girl Sonny Valens as Cual Martinez Aviad Bernstein as Jamie Feldman Coleton Ray Falke as Kid in Class Dennis Napolitano as Toupee Singer