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Mr Burns decides he wants an heir and auditions Springfield's children for the position. When Bart wins, he must choose between his boring family and the rich, overindulgent Mr Burns.
When Bart wins a radio quiz, he can choose between a large cash prize and an elephant. Bart christens his new elephant and best friend Stampy, but Homer can't afford his upkeep and decides to sell him to an ivory dealer.
Homer decides to become Flanders' new best friend after attending a football game with him. However, his overbearing behavior soon sends Ned crazy.
Homer and Barney are recruited by NASA to make it more appealing to the man in the street, and when Barney falls off the wagon, Homer is chosen to go into space.
Lisa decides Malibu Stacy dolls set a bad example to girls, so she pleads with their creator, Stacy Lovell, to design a positive role model doll.
Bart Simpson has a taste of showbiz when he sneaks onto the `Krusty the Clown Show' sound stage and lands himself a job as Krusty's assistant.
Fed up with Springfield's police force's ineffectiveness, Homer forms a vigilante group to catch a cat burglar.
Marge becomes addicted to the slot machines in Mr. Burns' new casino, where Homer gets a job as a blackjack dealer. Elsewhere, Bart opens his own casino in the treehouse while Mr. Burns slowly goes mad in his penthouse, letting his nails and hair grow and wearing tissue boxes as slippers.
Homer worries about his marriage to Marge when he begins falling for Mindy Simmons, a gorgeous nuclear plant worker who loves doughnuts, beer, and being lazy just as much as Homer does.
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