Sideshow Bob first appeared on “The Simpsons” within the episode “The Telltale Head” (February 25, 1990), merely as a background character on “The Krusty the Clown Present.” That episode was important, because it was additionally the primary look of Krusty the Clown (Dan Castellaneta), Reverend Lovejoy (Harry Shearer), the bullies Dolph, Jimbo, and Kearny (Tress MacNeille, Tress MacNeille, and Nancy Cartwright), and Apu (Hank Azaria).
Only some episodes later, nevertheless, Sideshow Bob (Kelsey Grammer) would star in “Krusty Will get Busted” (April 29, 1990), an episode that noticed the TV sidekick framing his clown employer, Krusty, for armed theft. It appears that evidently Bob, a professionally skilled actor, resented having to play second-fiddle to an ungrateful star, and wished revenge. In the end, it was Bart (Cartwright) who discovered Bob’s scheme and who exonerated Krusty. Bob started hating Bart and started plotting revenge from jail.
The palm tree-haired actor returned in “Black Widower” (April 9, 1992), whereby he tries to marry and exploit Bart’s aunt Selma (Julie Kavner), though he would not actually rise to supervillain standing till “Cape Feare” (October 7, 1993) whereby he was launched from jail, and aimed to homicide Bart as soon as and for all, even stalking the household as they endure witness protecting providers. Bob has since appeared in over a dozen “Simpsons” episodes, every time expressing his villainous rage, and his evil plots to kill Bart or undo a significant establishment.
And, because it has now been revealed in a particular sneak preview in EW, Bob will return once more, this time inside a winking spoof of “The White Lotus.” It appears that evidently the Simpsons and Bob will discover themselves staying on the similar swanky resort … with Bob possessing the higher hand. Due to a take care of the satan, the Simpsons must share area with their most hated enemy.