The Simpsons: Bart's 25 Greatest Moments

3. Bart Vs Sideshow Bob

Of all the characters on The Simpsons, the best, and among the longest-running, rivalry on the show is that between Bart and his nemesis, the criminal, rake-hating Sideshow Bob (voiced by Kelsey Grammer). All starting in Season One when Bart foiled Bob's ploy to frame his boss Krusty for robbery, Sideshow Bob has returned many a-time to get his revenge and kill Bart Simpson - with Bart, occasionally with the help of Lisa, stopping his schemes every time. He's tried to kill Aunt Selma after marrying her, become Mayor of Springfield, blow up the town with a nuclear bomb but more often than not he simply wants to murder the little boy that always manages to stop him. Sideshow Bob, with his idiosyncratic design and Grammer's excellent voice work, is an tremendous villain, creating a plethora of Bart's best moments. He is determined if utterly hopeless at what he does. Well, he'd have to be really, if even Bart could repeatedly stop him. Bart is dumber than a hamster, remember? Apparently so is Bob.
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