AKA: Robert Underdunk Terwilliger
Sideshow Bob tried to frame Krusty the Clown for murder but Bart and Lisa stopped him. Since then, Sideshow Bob has tried to kill Bart and his family members using many different plans which Bart and Lisa always manage to foil. His brother Cecil Terwilliger tried to kill him,Lisa and Bart but Bob actually save the day... only to get arrested by Chief Wiggum anyway.
In later seasons Sideshow Bob has a family and is living happily in Italy, until The Simpsons stumble across him and Bob's family join in with trying to kill the Simpson family.
 Voiced by
Sideshow Bob: He's just a little shy because I've tried to kill him so many times.