Fat Tony
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Anthony "Fat Tony" D'Amico (voiced by Joe Mantegna) is the local Mafia Don. His real name was said to be William Williams in an episode where Bart was working part time for the Mafia at the "Legitimate Businessman's Social Club". In another episode, Frankie "The Squealer" reveals Fat Tony's real name to be Marion (possibly a reference to John Wayne's real first name). Fat Tony is a pastiche of characters from endless Mafia movie and TV dramas. His fellow mobsters include Joey, Legs, Louie, and, occasionally, Johnny Tightlips. Tony's schemes have ranged from selling rat milk to schoolchildren to the illegal fireworks racket, which were stored in a cave in the woods that Bart and Milhouse accidentally discovered. He once went to war with the local Yakuza over conflicts in the pretzel business.
The Simpson family has come into contact with him on several occasions. In a thinly-disguised parody of Goodfellas, Bart gets a job serving drinks in the Mafia's local bar (complete with card table with every chair facing the wall). On another occasion, Homer gets mistaken for Krusty the Klown, who owes Fat Tony gambling debts. In "Insane Clown Poppy", Krusty bets his daughter's violin in a poker game, which Homer is sitting in on; Homer is later shot in the arm for helping to sneak into Tony's compound to get it back, and for mouthing off to the hoods afterwards. In still another run-in, Tony put out a contract on Homer after his private security business interfered with the mob's interests. Homer would have been executed gangland-style if not for Maggie coming to the rescue with her shotgun.
Fat Tony imitates Marlon Brando in one episode, performing the orange-in-the-mouth bit from The Godfather to amuse his cohorts. Interestingly, Mantegna appeared in the third installment of the movie, which Tony complains, in the same episode, wasn't as good as the first two.
- Police Chief Wiggum: You wouldn't happen to know anything about a cigarette truck that got hijacked on Route 401?
- Fat Tony: What's a truck?
- Police Chief Wiggum: Don't play dumb with me...
- Fat Tony: You have 24 hours to give us the monies, and to show you we're serious, you have 12 hours.
- Fat Tony: I told you we should have bought more than three bullets!