11. Sting

Character: Himself, as a charitable pop-star digging Bart out of a well
Episode: 'Radio Bart', Season 3 (1991-'92)
It’s weird to think that Bruce Springsteen was the producer’s first choice for the part of a puffed-up charidee-doing rocker, since Sting, with his Live Aid performances and general air of serene self-righteousness, is so utterly perfect.
“There's a hole in my heart, as deep as a well, For that poor little boy who's stuck halfway to Hell...” he sings in the cheese-riffic tribute song. Props to the Tantric warrior for not being afraid to mug himself.
10. Danny DeVito

Character: Herb Powell, Homer’s long lost brother
Episode: 'Oh Brother, Where Art Thou?', Season 2 (1990-'91) - and 'Brother Can You Spare Two Dimes?', Season 3 (1991-'92)
DeVito brought his wise guy warmth and down-and-out charm to the role of Herb, the (much smarter) brother Homer never knew he had.
Such was DeVito’s pull on audiences that after the sad ending of the first episode (Homer bankrupts Herb’s successful car manufacturing business) a happier follow-up was made in which Herb gets rich again by inventing a machine that translates baby noises. Like this one…
9. Patrick Stewart

Character: 'Number One', leader of the Freemason-like Stone Cutters Society
Episode: 'Homer The Great', Season 6 (1994-'95)
High praise all round for the sonorous Mr Stewart. Producer David Mirkin describes the actor’s secret-sect leader as “one of the best guest performances", while the actor himself gushes, “I think my appearance in The Simpsons, and an appearance that I did on Sesame Street, in praise of the letter 'B', were perhaps the two most distinguished bits of work that I've done in the US.”
Presumably he was speaking before X-Men, but even then – the letter 'B' is strong.






Comments
Lindz28
Apr 8th 2009, 11:29
Can you do a South Park list as an companion to this one? I'm thinking Mel Gibson bouncing around smearing poo everywhere!!
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avoidz
Apr 9th 2009, 6:25
Notice how all the great guest star appearances are all in the early- mid-1990's Simpsons episodes?
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Ominater
Apr 10th 2009, 18:13
I reckon Tony Blair should have been on this, in the episode where the Simpsons go to London
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TazzaWazza
Apr 28th 2009, 1:48
@Ominater Tony Blair is not a movie-star, though he was one hell of an actor...oh, a bit controversial there.
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idbjoshm
Jun 19th 2009, 7:34
I'm not sure if I missed it or not, I re read the article. But it is a travesty that Glenn Close wasn't even mentioned as Homer's mother! It's along the same mention as liz taylor as Maggie's voice. Just like Maggie's first word as a milestone, Homer finding out that his mother is alive should at least be mentioned as the top 5.
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stevolbauer
Jul 2nd 2010, 15:18
U2 were by far the best geust stars, they send themselves up terrifically Bono: Hes talking about waste management, that effects the whole damn system The Edge: Here he goes again
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