Guest Stars Nicky Whelan as Charlie Rob Benedict as Sandy Hall Brett Weinstock as Craig Baker Hailey Sole as Tess Judith Moreland as Judge Jennifer Nash Van Epperson as Judge Ken Winkleman Jay Chandrasekhar as JD Lawrence O'Donnell as Judge Paul W. Redford Susan Angelo as Linda Edward Finlay as Joey Steve Bethers as Police Officer Co Starring Kumiko Downs as Assistant Uncredited Rob Lowe as Rob Lowe