Guest Stars Steve Bannos as Frank Kowchevski Dave Allen as Jeff Rosso Chauncey Leopardi as Alan White Thomas F. Wilson as Coach Ben Fredricks Shaun Weiss as Sean Co Starring Sarah Hagan as Millie Kentner Natasha Melnick as Cindy Sanders Stephen Lea Sheppard as Harris Trinsky Lizzy Caplan as Sara Marco Gould as Kevin Judith Drake as Dolores Alan Simpson as Tom Mary-Margaret Lewis as Miss Landis Omri Katz as Brad Renee Cohen as Judith