Elizabeth Taylor starred in two episodes of "The Simpsons." The star played a cartoon version of herself in both of the episodes.
Bette Midler
Actress/singer Bette Midler played herself in "The Simpsons" season four season finale, "Krusty Gets Kancelled."
Hugh Hefner
Playboy magazine founder Hugh Hefner played himself in "The Simpsons" season four season finale, "Krusty Gets Kancelled."
Brooke Shields
Actress Brooke Shields played herself in "The Simpsons" season four episode "The Front."
James Brown
Singer James Brown played himself in "The Simpsons" season five episode "Bart's Inner Child."
Michelle Pfeiffer
Actress Michelle Pfeiffer played Mindy Simmons in "The Simpsons" season five episode "The Last Temptation of Homer."
Meryl Streep
Academy Award winning actress Meryl Streep played Jessica Lovejoy in "The Simpsons" season six episode "Bart's Girlfriend."
Mickey Rooney
Actor Mickey Rooney played himself in "The Simpsons" season seven episode "Radioactive Man."
Paul McCartney
Paul McCartney played himself in "The Simpsons" season seven episode "Lisa the Vegetarian."
Glenn Close played Mona Simpson on "The Simpsons" season seven episode "Mother Simpson."
Kirk Douglas
Kirk Douglas played Chester J. Lampwick on "The Simpsons" season seven episode "The Day the Violence Died."
Jeff Goldblum
Actor Jeff Goldblum played MacArthur Parker in "The Simpsons" season seven episode "A Fish Called Selma."
Christina Ricci
Christina Ricci played Erin in "The Simpsons" season seven episode "Summer of 4 Ft. 2."
Willem Dafoe
Willem Dafoe played The Commandant in "The Simpsons" season eight finale, "The Secret War of Lisa Simpson."
Alex Trebek
Alex Trebek played himself in "The Simpsons" season nine episode "Miracle on Evergreen Terrace."
Alec Baldwin
Actor Alec Baldwin played himself on "The Simpsons" season ten episode "When You Dish Upon A Star."
Rupert Murdoch
Rupert Murdoch played himself in "The Simpsons" season ten episode "Sunday, Cruddy, Sunday."
Elton John
Elton John played himself in "The Simpsons" season ten episode "I'm with Cupid."
Betty White
Betty White played herself in two episodes of "The Simpsons" season ten's "Missionary:Impossible" and season 18's "Homerazzi."
Britney Spears
Britney Spears played herself in "The Simpsons" season 11 episode "The Mansion Family."
Drew Barrymore
Drew Barrymore played Sophie in "The Simpsons" season 12 episode "Insane Clown Poppy."
Lenny Kravitz
Lenny Kravitz played himself on "The Simpsons" season 14 episode "How I Spent My Strummer Vacation."
Mary-Kate and Ashley Olsen
The Olsen twins played themselves in "The Simpons" season 15 episode "Diatribe of a Mad Housewife."
Simon Cowell
Simon Cowell played Henry on "The Simpsons" season 15 epsiode "Smart and Smarter."
50 Cent
Rapper 50 Cent played himself on "The Simpsons" season 16 episode "Pranksta Rap."
Jason Bateman
Actor Jason Bateman played himself on "The Simpsons" season 16 episode "Home Away from Homer."
Ricky Gervais
Ricky Gervais played Charles on "The Simpsons" season 17 epsiode "Homer Simpson, This is Your Wife."
Natalie Portman
Actress Natalie Portman played Darcy on "The Simpsons" season 18 episode "Little Big Girl."
Kiefer Sutherland
Kiefer Sutherland played Jack Bauer on "The Simpsons" season 18 episode "24 Minutes."
Stephen Colbert
Stephen Colbert played Colby Kraus on "The Simpsons" season 19 episode "He Loves to Fly He D'ohs."
Chris "Ludacris" Bridges
Chris "Ludacris" Bridges played himself on "The Simpsons" season 18 episode "You Kent Always Get What You Want."
Zooey Deschanel
Zooey Deschanel played Mary on "The Simpsons" season 19 episode "Apocalypse Cow."
Lionel Richie
Lionel Richie played himself on "The Simpsons" season 19 episode "He Loves to Fly He D'ohs."
Jonah Hill
Jonah Hill played Andy Hamilton on "The Simpsons" season 21 episode "Pranks and Greens."
Halle Berry
Halle Berry played herself in "The Simpsons" season 22 episode "Angry Dad: The Movie."
Ellen DeGeneres
Ellen DeGeneres played herself in "The Simpsons" season 21 episode "Judge Me Tender."
Daniel Radcliffe
Daniel Radcliffe played Edmund in "The Simpsons" season 22 episode "Treehouse of Horror XXI."
Katy Perry
Singer Katy Perry played herself in "The Simpsons" season 22 episode "The Fight Before Christmas."
Kristen Wiig
Actress Kristen Wiig played Calliope Juniper in "The Simpsons" season 22 episode "Flaming Moe."
Russell Brand
Russell Brand played himself in "The Simpsons" season 22 episode "Angry Dad: The Movie."
Lea Michele
Actress Lea Michele played Sarah in "The Simpsons" season 22 episode "Elementary School Musical."
Armie Hammer
Actor Armie Hammer played the Winklevoss twins in "The Simpsons" season 23 episode "The D'oh-cial Network."
Aerosmith
Aerosmith played themselves in "The Simpsons" season three episode "Flaming Moe."
Danny DeVito
Actor Danny DeVito played Herbert Powell in "The Simpsons" season two episode "Oh Brother, Where Art Thou?" and in the season three episode "Brother, Can You Spare Two Dimes?"
Magic Johnson
Magic Johnson played himself in "The Simpsons" season three episode "Homer Defined."
J.K. Rowling
J.K. Rowling played herself in "The Simpsons" season 15 episode "The Regina Monologues."
Larry King
TV personality Larry King played himself in "The Simpsons" season two episode "One Fish, Two Fish, Blowfish, Blue Fish."
Amy Poehler
Actress Amy Poehler played Jenda in "The Simpsons" season 16 episode "Future-Drama."
James Earl Jones
James Earl Jones guest starred in three episodes of "The Simpsons" in season two, season six and season nine.
George Takei
Actor George Takei has guest starred in three episodes of "The Simpsons" in season two, season ten, and season 13.
Dustin Hoffman
Dustin Hoffman played Mr. Bergstrom in "The Simpsons" season two episode "Lisa's Substitute."
Kelsey Grammer
Kelsey Grammer has been in multiple episodes of "The Simpsons" where he plays Sideshow Bob.
Ringo Starr
Musican Ringo Starr played himself in "The Simpsons" season two episode "Brush with Greatness."
Penny Marshall
Director Penny Marshall played Ms. Lucille Botz in "The Simpsons" season one episode "Some Enchanted Evening."
Tony Bennett
Tony Bennett played himself in "The Simpsons" season two episode "Dancin' Homer."