The Simpsons' neighbors, the Winfields, decide to relocate because of Homer's regular inappropriate behavior. Bart and Lisa explore the Winfield's house while it is empty and up for sale, but Bart scares Lisa away from the basement with stories. Bart turns around to see his new neighbor, Laura Powers. Surprised, he falls down in shock and is helped back up by her and the pair become acquainted. Bart instantly develops a crush on her.
After Marge visits Ruth Powers to welcome her to the area, she tells Marge that she is divorced, and the two become friends. Meanwhile, after seeing a television advertisement about The Frying Dutchman's all-you-can-eat offer, Homer insists that Marge come dine with him, so he arranges for Laura to babysit Bart and Lisa. Homer quickly earns himself the ire of the Sea Captain, devouring nearly every morsel of food in the buffet, and is eventually forced to leave despite not being sated. Much to Marge's embarrassment, Homer sues the restaurant for deceptive advertisement. Lionel Hutz is employed by him to represent him in court and the case is successful after Hutz convinces the mostly overweight jury that a similar buffet mishap could befall them. To avoid further legal trouble, the Sea Captain and Homer eventually agree that Homer shall be displayed in the restaurant as "Bottomless Pete: Nature's Cruelest Mistake" to draw in more customers to the restaurant and offset the cost of his eating.
Meanwhile, Bart is delighted at having Laura babysitting him and attempts to impress her. She later asks him to come to his treehouse, as she has important news. She tells him she is dating Jimbo Jones, which upsets Bart. When Laura invites him over to the household, Bart, in an attempt to break the pair up, prank-calls Moe's Tavern, giving his name as Jimbo Jones, and telling Moe where he lives. Mistakenly believing Jimbo was the one who had been pranking Moe throughout the entire series, he races into the Simpson house with a kitchen knife looking for Jimbo, causing Jimbo to cry and plead for his life. Afterwards, Laura breaks up with him for not being the tough "outlaw" she thought he was. Laura tells Bart that she would date him if he were old enough to grow a mustache and the episode ends with the pair laughing after prank-calling Moe again.