Liz wonders if she's actually on a date with Jack as she accompanies him to a birthday celebration for a foreign prince. While at the ball, Liz sees a different side to Jack as he unexpectedly runs in to his ex-wife. Back at 30 Rock, Tracy tempts Pete with a booze- and babe-filled party in the office, while Kenneth tries to keep Pete on the straight and narrow.

It's Valentine's Day, and the TGS crew is celebrating by pulling an all nighter to put together a new episode. While Pete completely forgets the holiday, Kenneth and Cerie may be starting an office romance. Meanwhile, Liz wonders if Dennis is back in her life after she receives flowers from a secret admirer and newly divorced Jack wants to party with Tracy, who for once wants to spend a night alone with his wife instead.