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The Greatest Guest Appearances in The Simpsons History  

Derrick Deane
7.4k votes 584 voters 24.9k views 75 items

With 25+ seasons completed and seemingly no end in sight, there is certainly no shortage on the number of celebrity guest stars who have visited Springfield, leaving their mark on The Simpsons. These Simpsons cameos, guest-starring roles, and guest voices are just one part of what makes The Simpsons so fun to watch, and easily one of the best TV shows of all time.

The longest running scripted prime-time television series has welcomed comedy legends like Bob Hope, Mel Brooks, and Johnny Carson onto the show as well as veteran actors like Donald Sutherland, Leonard Nimoy, and Patrick Stewart among many others. Modern superstars like Anne Hathaway, Daniel Radcliffe, and Neil Patrick Harris have guest starred along with legends like George Carlin, Stan Lee, and Johnny Cash.

And then of course there are Troy McClure and Lionel Hutz, voiced by the late Phil Hartman and the fan favorite mob boss Fat Tony voiced by Joe Mantegna. David Duchovny, Betty White, John Goodman, Lucy Lawless, Danny DeVito, Alec Baldwin, Mark Hamill, Rodney Dangerfield, Michael Jackson - the list of guest stars and Simpsons celebrity guests is as wide and diverse as the cast of characters that populate Springfield. 

We've gathered the top, greatest guest stars in The Simpsons history (though bands like Aerosmith, The Ramones, Smashing Pumpkins, etc. have been omitted) and we know there are more than a few favorites on this list of Simpsons guest stars. Which guest voices on The Simpsons are your favorites?
1 167 VOTES
Michael Jackson is listed (or ranked) 1 on the list The Greatest Guest Appearances in The Simpsons History
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"Lisa, it's your birthday. Happy birthday, Lisa." While Kipp Lennon did all the singing in this season three premiere episode, Michael Jackson provided the dialogue and was credited as John Jay Smith for his appearance. Leon Kompowsky would appear again in the season 13 episode "Sweets and Sour Marge" and in a season 23 couch gag.

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2 143 VOTES
Mark Hamill is listed (or ranked) 2 on the list The Greatest Guest Appearances in The Simpsons History
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To say Star Wars has been very good to Mark Hamill would be a severe understatement. He appeared as himself in the season 10 episode "Mayored to the Mob" in which he hires Homer to become his personal bodyguard after a crowd mobs him at the Springfield Bi-Mon-Sci-Fi-Con. Among the highlights from the episode are Homer carrying Hamill Bodyguard-style through a crowd of people, Hamill performing "Luke, Be A Jedi Tonight," and Hamill telling Homer to "Use the forks!"

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David Duchovny is listed (or ranked) 3 on the list The Greatest Guest Appearances in The Simpsons History
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Caipitalizing on the popularity of another Fox show, The X-Files stars David Duchovny and Gillian Anderson guest starred as Simpson-ized versions of Mulder and Scully. The episode titled "The Springfield Files," in which Leonard Nimoy also guest starred, centered on Homer witnessing something out in the woods near Springfield, but no one believed him.

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4 236 VOTES
Phil Hartman is listed (or ranked) 4 on the list The Greatest Guest Appearances in The Simpsons History
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Regardless of whether you think Phil Hartman was a guest star or portrayed a supporting character, his Troy McClure and Lionel Hutz are but a handful of side characters who were a part of the early, formative years of The Simpsons.

His first appearance came in season two as Lionel Hutz in the episode "Bart Gets Hit by a Car." Three episodes later, he would debut Troy McClure in "Homer vs. Lisa and the 8th Commandment(he also voiced the cable guy and Moses in that episode). Other characters Hartman voiced before his death were Lyle Lanley, Mr. Muntz, Mandy Patinkin, and Bill Clinton, among many others.

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