While Jack puts together the perfect 50th birthday party for himself, home videos inspire him to try to recreate his happiest moment. Dennis decides to tell Liz about his addiction. Meanwhile, Kenneth and Pete work to make Tracy's childhood dream come true.

Liz reevaluates her feelings for an old flame, Floyd, when he returns with big news, and Jack Donaghy teaches Danny Baker the finer points of pranks after the TGS writers play a trick on him. Jenna Maroney and Tracy Jordan see Kenneth Parcell in a disturbing new light after they spend a very long day listening to him tell stories about his childhood.