"Just remember: you represent the office of the mayor. So always comport yourself in a manner befitting -- quick! Honk at that broad!"

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#25 Mayored to the Mob
Season 10, Episode 9 (Guide from the Simpsons Archive)

The Simpsons take a trip to a sci-fi convention, where both Mayor Quimby and Mark Hamill make an appearance. A nerd riot breaks out after Mark offers to reenact a scene from Star Wars with an audience member, and Homer, who despises nerds, rushes in to save Mark and Quimby, whose own bodyguards are busy cloudwatching. Quimby fires them and hires Homer as his new bodyguard (pending completion of a bodyguarding class, apparently). Homer gets an upclose look at the corruption of the mayor, but is fine with it until he discovers that the corruption includes selling rat milk to the elementary school. He accidentally knocks Quimby out a window during an argument, and only saves him after he agrees to put a stop to the rat milk in schools scandal. Local mafia don Fat Tony vows revenge on the mayor for this, eventually exacting it with a beating at a local dinner theatre while Homer is distracted by another potential assailant. Memorable moments include Bi-Mon-Sci-Fi-Con (the commercial and the convention), bodyguard school, sleeperhold, protection from domestic animals, receiving change, milking room, almost killing and saving the mayor, busting the mafia, dinner theatre, and one last triumphant exit.