Guest Stars Nancy Robertson as Billie Alvina August as June Washington-Chen Shannon DeVido as Emma Haig Sutherland as Finny Arthur Keng as Teddy Washington-Chen Oscar Nuñez as Dean Rose Jackson Kelly as Bartow Williams-Stevens Anne Gee Byrd as Laurel Devereaux Glynis Davies as Leslie Co Starring Ellen MacNevin as Rachel Dolores Drake as Jill Jason Sakaki as Lester Jacki Gunn as Jennifer Lilah Fitzgerald as Ava Reese Alexander as Principal Julia Ruggieri as Female Student Isaac Caverzan as Huge Kid Jagen Johnson as Burly Guy Arthur Corber as Janitor