Special Guest Stars Jared Padalecki as Dean Forester Guest Stars Jackson Douglas as Jackson Belleville Michael Winters as Taylor Doose Rose Abdoo as Gypsy Biff Yeager as Tom Arielle Kebbel as Lindsay Lister Ethan Cohn as Glenn Babble Pat Crawford Brown as Mrs. Cassini Brian Berke as Joe Lawrence Pressman as Floyd Stiles Bob Morrisey as Bob Sutton Catherine McGoohan as Carol Stiles