sideshow bob first appeared in the simpsons in pilot episode.
when did sideshow bob first appear in the simpsons?
pilot episode
sideshow bob first appeared in "the telltale head", the eighth episode of season one. his design was relatively simple compared to later incarnations, and his hairstyle was rounded. however, towards the end of the episode, he appears again, in a panning shot of a crowd, with his familiar hairstyle. his first major appearance was in season one's twelfth episode "krusty gets busted", written by jay kogen and wallace wolodarsky. bob's design was updated for "krusty gets busted"; as the episode's animation style evolved, director brad bird made the character of sideshow bob sleeker and more refined, to fit grammer's voice technique. following the re-design, animators tried to redraw his scenes in "the telltale head", but had insufficient time before the show was produced.
sideshow bob
during the night, sideshow bob reaches the houseboat and cuts it loose from the dock. sideshow bob then ties up homer, marge, lisa, maggie, and santa's little helper to ensure they will not interfere with his plan. sideshow bob enters bart's room, ready to kill him. bart flees out the window and tries to escape, but he cannot jump off the boat since the river is filled with alligators and electric eels. sideshow bob catches up to bart and offers him a last request. having noticed a sign saying that springfield is fifteen miles away, bart gets an idea; he compliments sideshow bob on his beautiful voice and asks him to sing the entire score of the "h.m.s. pinafore", to stall for time as the houseboat floats to springfield. bob subsequently sings it in a performance which includes multiple props, costumes, and backdrops which appear out of nowhere. after the performance, sideshow bob advances on bart again, but the boat runs aground, interrupting sideshow bob before he can finish him off. sideshow bob is arrested, and the simpsons return home to find that grampa has changed sex due to not being able to take his medicine (which was in the simpsons' house). grampa is subsequently courted by jasper, who tells him he has steve and eydie tickets.
cape feare