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Liz insists on having her first date with Drew on Valentine's Day. Jack has to spend his at church with Elisa, and Kenneth tries to help Tracy win the affection of a new TGS member.
Liz gets a new love interest, Jack meets Elisa's grandmother and Tracy parties with the interns at TGS... if he can keep up.
Kenneth helps Tracy with a diabetes scale, while Jenna prepares to play Janis Joplin and Liz goes with Jack to a corporate retreat.
Jack won't allow the staff to get flu shots from Dr. Spaceman. Liz Lemon is upset.
Jenna is concerned when Liz Lemon becomes attracted to a new man. Salma Hayek guest stars as Elisa, Jack's mom's nurse.
Liz helps a charity for children after her parents ditch their Christmas holiday plans. Jack's mother stops him from going on a Christmas vacation.
Liz Lemon attends her high school reunion. Don Geiss returns and announces a new CEO.
Liz meets one of Jack's friends, eccentric businessman Gavin Volure, when the pair attend a dinner party. Gavin, after offering Jack a s...
Liz's obsessive friend Claire (Jennifer Aniston) comes to town and immediately becomes involved with Jack, who can't seem to stop hooking...
To get out of jury duty, Liz flies to Chicago only to be sat next to Oprah Winfrey on her return flight to New York. An argument between...