Special Guest Stars Jane Seymour as Madelyn Don Lemon as Himself Guest Stars Graham Rogers as Jude Melissa Tang as Margaret Chen Jenna Lyng Adams as Darshani Casey Thomas Brown as Lane Emily Osment as Theresa Ashleigh LaThrop as Breana Susan Sullivan as Eileen Newlander Adam William Zastrow as Marcus David James Elliott as William Rebekah Graf as Ricki Co Starring Nick Toth as Dennis Kevin Stidham as Waiter Maurice Webster as Workman Pamela Clay as First Wife
