Synopsis by Mark Deming
Homer Simpson (voice of Dan Castellaneta) and his family check out Springfield's Bi-Monthly Sci-Fi Convention, and the fans are buzzing in anticipation of an appearance by Luke Skywalker himself, actor Mark Hamill. Always looking for a photo op, Mayor Quimby (also voiced by Castellaneta) stops by to have his picture taken with Hamill, and when a scuffle breaks out, Homer comes to the rescue, escorting the mayor and the actor to safety. Quimby promptly fires his staff of bodyguards and hires Homer to take their place; after taking a crash course in the art of protecting others, Homer is now the mayor's first line of defense against enemies. Homer is on hand when Quimby makes a deal with local crime boss Fat Tony (voice of Joe Mantegna) to provide milk for town's schools, but he soon learns that the milk comes from rats, not cows, and Homer forces the mayor to expose Fat Tony's dirty dealings. This earns the enmity of Fat Tony, and the gangster is determined to take Quimby out of the picture as the mayor enjoys a dinner theater performance of Guys and Dolls, with Hamill cast as Nathan Detroit. "Mayored To The Mob" first aired on December 20, 1998.