Guest Stars Gerry Becker as Attorney Myron Stone Brad Wilson as Harold Betty White as Dr. Shirley Flott Nicki Aycox as Kim Puckett Holmes Osborne as Principal Figgins Co Starring Renée Elise Goldsberry as Singer Vatrena King as Singer Sy Smith as Singer Al Green as Himself William Stanford Davis as Jim Earl K. Kim as Men's Group Member Gladys Knight as Herself Tim Snay as Walter Gallin Wylie Small as Mrs. Puckett Ashlee Turner as Julie Brian Evers as Mr. Puckett Marnie Mosiman as Marcia Gallin Keegan de Lancie as Kirby Gallin Uncredited Justin Root as High School Jock