Mickey Rooney as Himself in "Radioactive Man" Glenn Close as Grandma Mona Simpson in "Mother Simpson" Kirk Douglas as Chester J. Lampwick in "The Day the Violence Died" Sonic Youth as Themselves in "Homerpalooza" Jack Lemmon as Frank Ormand in "The Twisted World of Marge Simpson" Willem Dafoe as The Commandant in "The Secret War of Lisa Simpson" Martin Sheen as the "real Principal Seymour Skinner" in "The Principal and the Pauper" Stephen Jay Gould as Himself in "Lisa the Skeptic" Jay Leno as Himself in "The Last Temptation of Krust" Jerry Springer as Himself in "Treehouse of Horror IX" Robert Englund as Freddy Krueger in "Treehouse of Horror IX" Alec Baldwin, Kim Basinger and Ron Howard as Themselves in "When You Dish upon a Star" Rupert Murdoch and Dolly Parton as Themselves in "Sunday, Cruddy Sunday" John Goodman as Meathook in "Take My Wife, Sleaze" Tim Robbins as Jim Hope in "Grift of the Magi" Britney Spears as Herself in "The Mansion Family" Drew Barrymore as Sophie, and Stephen King and John Updike as Themselves in "Insane Clown Poppy" Edward Norton as Devon Bradley in "The Great Money Caper" Michael Keaton as Jack Crowley in "Pokey Mom" NSYNC as Themselves in "New Kids on the Blecch" Pierce Brosnan as the Ultrahouse 3000's Pierce Brosnan voice and Matthew Perry as the Ultrahouse 3000's Matthew Perry voice in "Treehouse of Horror XII" Paul Newman as Himself in "The Blunder Years" Ben Stiller as Garth Motherloving in "Sweets and Sour Marge" Reese Witherspoon as Greta Wolfcastle and Wolfgang Puck as Himself in "The Bart Wants What It Wants" Carmen Electra as Herself in "The Frying Game" Eric Idle as Declan Desmond in "'Scuse Me While I Miss the Sky" Andy Serkis as Cleanie and David Byrne as Himself in "Dude, Where's My Ranch?" Michael Moore as Himself in "The President Wore Pearls" Tom Clancy, Thomas Pynchon, Mary-Kate and Ashley Olsen as Themselves in "Diatribe of a Mad Housewife" Simon Cowell as Henry, also himself over the credits in "Smart and Smarter" Matt Groening as Himself in "My Big Fat Geek Wedding" James Caan and Thomas Pynchon as Themselves in "All's Fair in Oven War" 50 Cent as Himself in "Pranksta Rap" Stephen Hawking as Himself in "Don't Fear the Roofer" Liam Neeson as Father Sean in "The Father, The Son, and The Holy Guest Star" Alec Baldwin as Caleb Thorn in "Bonfire of the Manatees" Dennis Rodman as Himself in "Treehouse of Horror XVI" Macy as Himself in "Homer's Paternity Coot" Susan Sarandon as Herself in "Bart Has Two Mommies" Frances McDormand as Melanie Upfoot in "Girls Just Want To Have Sums" Larry Hagman as Wallace Brady and Melanie Griffith as Herself in "The Monkey Suit" Kiefer Sutherland as The Army Colonel in "G.
I. Tom Wolfe, Gore Vidal and Jonathan Franzen as Himself in "Moe'N'a Lisa" Natalie Portman as Darcy in "Little Big Girl" Meg Ryan as Dr. Stacy Swanson, Stephen Sondheim as Himself, Peter Bogdanovich as Psychologist in "Yokel Chords" Have your say Please note the maximum number of characters is 1000.