Pop stars have long sat atop the throne of American culture, the very culture which The Simpsons aims to portray and poke fun at.
So it makes sense that pop stars, young and old, would appear on The Simpsons.
Musicians like Tony Bennett, Linda Ronstadt, Barry White, Bette Midler and Lionel Richie have all appeared. Younger artists, too, like Britney Spears and 'N Sync, have gotten in on the act.
But the most noteworthy appearance belongs to the late Michael Jackson, King of Pop, who voiced a character in season 3's Stark Raving Dad.
In the episode, Homer gets sent to an insane asylum, where he meets an inmate named Leon Kompowsky. Leon, voiced by MJ, is a large white man who claims to be Jackson, and even sings bits of two his songs!
Interestingly, it was Jackson, a huge fan of The Simpsons, who actually called up creator Matt Groening and offered to do a guest spot, pitching several show ideas.
Later accounts agree he was a great sport about the whole thing, and the episode is cherished by many fans for being an insight into a lighter side of the great, troubled musician.
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