After eating poisonous blowfish at a sushi restaurant, Homer decides to live life to the fullest in the 24 hours he has left to live.

After their bank account is drained at a cyber-cafe, the Simpsons go on a disastrous low-budget trip to Japan, where they wind up as contestants on a humiliating game show.

Homer becomes a fortune cookie writer for a Chinatown restaurant. Mr. Burns reads one of Homer's fortunes, which says that the reader will find love before Flag Day is over. Burns goes searching for love and meets Gloria, a meter maid, and asks her out. Gloria reluctantly agrees, and Burns recruits Homer to help him look young and hip to his new girlfriend.

Homer's behavior once again lands him in hot water with Marge and he needs to fathom a way to save his marriage, while a dose of "A Streetcar Named Desire" drives Milhouse to affect a Marlon Brando-esque bad-boy demeanor in an effort to impress Lisa.

After Smithers is crushed by Mr. Burns' lack of affection towards him, other characters attempt to find a boyfriend for him. Meanwhile, Milhouse competes against a new boy for the lead role in a school production of Casablanca, so he can act alongside his own unrequited love, Lisa.