Guest Stars Keith Powell as James "Toofer" Spurlock Katrina Bowden as Cerie Maulik Pancholy as Jonathan Lonny Ross as Josh Girard Stephanie March as Gretchen Thomas Co Starring Kevin Brown as Walter "Dot Com" Slattery John Lutz as J.D. Lutz Grizz Chapman as Warren "Grizz" Griswold Teddy Coluca as Stage Manager Sondra James as Woman Elisabeth A. Furtado as Gym Teacher Richard K. Brevard as Big Rich Brett Baer as Guy at Bar Mark Konrad as Dentist David Rankin as Young Dave Uncredited Marcus Collins as Bartender Siobhan Parisi as Business Professional