“The Simpsons” has had countless guest stars over the years, each leaving their mark on the show’s legacy. From legendary actors to real-life heroes, these guest stars brought their unique talents and charm to Springfield, creating unforgettable moments for fans. Here are eight of the best guest stars to ever appear on “The Simpsons.”
James Woods
James Woods took his guest appearance on “The Simpsons” to a whole new level when he stepped into the role of a Kwik-E-Mart employee. In the episode, Woods works behind the counter as research for an upcoming role before heading off to battle aliens on a distant planet. His blend of humor and dedication to the character made his appearance one of the most memorable guest spots in the show’s history.
Buzz Aldrin
Buzz Aldrin, the famous astronaut and one of the first men to walk on the moon, made a legendary guest appearance on “The Simpsons.” Only this show could get him to say the line, “Careful! They’re ruffled!” while referencing his historic lunar landing. Aldrin’s cameo is a perfect example of how “The Simpsons” can blend real-life American heroes with its iconic sense of humor.
Tony Hawk
Skateboarding legend Tony Hawk made an epic guest appearance to celebrate “The Simpsons'” 300th episode. In “Barting Over,” Hawk engages in a superpowered skateboarding duel against Homer, bringing his skills and charm to the episode. His appearance delighted fans of both skateboarding and the show, making it an unforgettable moment in the series.
Jon Lovitz (Various Characters)
Jon Lovitz has made multiple appearances on “The Simpsons,” portraying a variety of memorable characters. From Marge’s prom date Artie Ziff to her theater director Llewellyn Sinclair and her art teacher Professor Lombardo, Lovitz brought his comedic talents to a wide range of roles. His versatility and humor have made him a standout guest star over the years.
Phil Hartman (Various Characters)
The late Phil Hartman was an irreplaceable guest star on “The Simpsons,” bringing to life some of the show’s most iconic characters. Whether he was voicing the sleazy lawyer Lionel Hutz, the washed-up actor Troy McClure, or the villainous Lyle Lanley, Hartman’s performances enriched every episode he was in. His contributions to the show are still celebrated by fans today.
Kelsey Grammer (Sideshow Bob)
Kelsey Grammer’s portrayal of Sideshow Bob is nothing short of legendary. Introduced in the first season, Sideshow Bob quickly became a fan-favorite recurring character, with his plots to kill Bart Simpson becoming a staple of the series. Grammer’s refined voice and impeccable comedic timing made every Sideshow Bob episode an instant classic. His “Frasier” co-star, David Hyde Pierce, even joined him as Bob’s brother Cecil, adding another layer of brilliance to the character.
Sting
Sting made an unforgettable guest appearance on “The Simpsons” when he led a parody of the charity song “We Are the World” and helped dig Bart out of a well in a heroic moment. Sting’s dedication to saving Bart and his sense of humor throughout the episode demonstrated his commitment to the role and made him one of the most beloved guest stars in the show’s history.
Leonard Nimoy
Leonard Nimoy’s guest appearance in “Marge vs. the Monorail” helped cement the episode’s status as one of the best in the series. Nimoy’s portrayal of himself added a touch of magic to the episode, from saving Krusty the Clown to mysteriously teleporting away at the end. His contribution to the show remains a fan favorite, combining his iconic presence with the quirky humor of “The Simpsons.
