Special Guest Stars Christine Ebersole as Estelle Schneider Jon Cryer as Himself Guest Stars Graham Rogers as Jude Jenna Lyng Adams as Darshani Melissa Tang as Margaret Chen Casey Thomas Brown as Lane Emily Osment as Theresa Ashleigh LaThrop as Breana Lisa Edelstein as Phoebe Newlander Haley Joel Osment as Robbie Schumacher Natasha Hall as Yvette Maurice Hall as Random Dude Joseph Will as The Guy Who Knows the Guy Tristan Allerick Chen as Kid Co Starring Ramon Hilario as Alex the Waiter