Sick of New York and frustrated with his career, Floyd contemplates a move to the Midwest and asks Liz if she's consider leaving TGS behind. Jack rushes to Paris (and soon, the altar) with Christie's auctioneer Phoebe while Tracy works furiously on financing his latest career move, dubbed the "Tracy Jordan Comeback."
The tables have turned inside 30 Rock: Liz is actually happy in her new relationship with Floyd while Jack finds his job may be in jeopardy after his televised fireworks fiasco prompts top GE man Don Geiss to warn he's got his eye on Jack's performance. Tracy vies for Geiss' attention, hoping to turn his feature film idea for Jefferson into a reality.
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.
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.
After Liz takes her ex-boyfriend, Dennis, back simply because he asks, Jack takes it upon himself to mentor her as he thinks that she is leading a life of mediocrity. Meanwhile, Tracy gets a tattoo in the face, Jenna gets botox and collagen injections, and Josh is given two black eyes by an angry Liz Taylor.