Guest Stars Blake Bashoff as Eric Black Nia Long as Andrea Solomon Chris Sarandon as Judge Barry Krumble Gary Basaraba as Brian Whitaker Richard McKenzie as Judge Novak John Reilly as Bill Hackett Nicolas Surovy as Mr. Lamero Jennifer Dibert as Nose Ring Bob Pescovitz as ASA Herschet Blalock Josh Bashioum as Jamie Sturdivant Kim Staunton as Olivia Humphries Frank Merino as Football Player Rebecca Klingler as Sylvia Michael Azria as Spiked Hair Kevin E. West as Dante Markham John Walcutt as Dr. Byers Lorna Scott as Ms. Darnell