"The Last Temptation of Krust" is the fifteenth episode of the ninth season of the American animated television series The Simpsons. It first aired on Fox in the United States on February 22, 1998. It was written by Donick Cary and directed by Mike B. Anderson. Comedian Jay Leno makes a guest appearance. In the episode, Bart convinces Krusty the Clown to appear at a comedy festival organized by Jay Leno, but Krusty's old material does not go over well with the audience and he receives bad reviews. He briefly retires from comedy but returns with a new, better-received gimmick. He soon returns to his old ways, selling out to a motor-vehicle company.

The production team's decision to write an episode about stand-up comedy was influenced by comedy festivals. The writing staff initially had trouble getting Krusty's offensive bad jokes through network censors, but convinced them this was simply a way to emphasize his old and dated comedic material. The "Canyonero" sequence was modeled after Ford commercials and was given its own segment at the end of the episode because the production staff liked it so much.

The episode was highlighted by USA Today in a review of The Simpsons' ninth season and received positive reviews in The Washington Times, the Evening Herald, and in books on The Simpsons.

Krusty the Clown is persuaded by Bart Simpson to appear at a comedy festival organized by Jay Leno. Krusty's outdated and offensive material fails to impress the audience when compared with the trendier comedians also appearing. Discouraged by a negative review of his act, Krusty goes on a bender and passes out on Ned Flanders' lawn. While recovering in Bart's memorabilia-covered room, Krusty realizes that he should have spent more time honing his act rather than selling out, and he enlists Bart and Leno's aid. However, his attempts at observational humor fall flat with the Simpson family. Krusty holds a press conference to announce his retirement and in short order launches into a bitter tirade against modern-day comedians. The audience finds Krusty's rant hysterically funny and he subsequently announces his return to comedy.

Krusty is inspired to return to doing low-key events, where he structures a new image for himself as a stand-up comedian who tells the truth, criticizes commercialism, and refuses to sell out to corporate America. He also changes his appearance, sporting a dark sweater and tying his hair in a ponytail. Observing his newfound popularity, two marketing executives try to persuade Krusty to endorse a new sport utility vehicle called the Canyonero. Although he tries to resist, he eventually succumbs to the lure of money. After promoting the Canyonero at a comedy performance in Moe's Tavern, he is booed off stage by the patrons. He finally admits to himself that comedy is not in his blood and selling out is. The episode ends with an extended advertisement for the Canyonero, as Krusty and Bart leave Moe Szyslak's tavern in Krusty's new SUV.

In the DVD commentary for The Simpsons' ninth season, writer Donick Cary stated that the inspiration for the idea of an episode about stand-up comedy came out of comedy festivals at the time. Executive producer Mike Scully said that the writers had difficulty getting Krusty's offensive bad jokes through the network censors. The stereotypical jokes were allowed because the writers convinced the network censors that viewers would understand it was simply emphasizing Krusty's dated comedic material.

Mike B. Anderson stated that at least three different acts of material were written and animated for Krusty's comeback stand-up appearance at Moe's Tavern. It was not until the editing process that the material used was decided upon. The episode was still being animated three weeks before it was due to air and the production process moved frantically shortly before completion. The Canyonero sequence was originally planned to be displayed during the closing credits. The production team liked the scene so much that they did not want it to be obscured by the credits and gave it its own segment at the end of the episode.

The episode title is a reference to the controversial novel (and later film) The Last Temptation of Christ. In addition to Jay Leno, other real-life comedians who portrayed themselves in the episode are Steven Wright, Janeane Garofalo, Bobcat Goldthwait, and Bruce Baum, whose appearance helped increase his popularity. Garofalo would return to guest star again as herself in the season 23 episode "The Ten-Per-Cent Solution". Krusty's "Krustylu Studios" is a spoof on the company Desilu studios, set up by Lucille Ball and her husband Desi Arnaz, where the series Star Trek was once filmed. During Krusty's "bender to end all benders" montage, he is seen drinking out of and vomiting into the Stanley Cup. The National Hockey League sent a letter regarding this scene. Mike Scully described it as a "kind of a cease and desist", but the production staff decided not to cut the scene from the episode. (Of note, Fox was a national television rightsholder for NHL games at the time this episode originally aired.) The poem recited by Krusty when he announces his retirement from comedy is based on "To an Athlete Dying Young" by A. E. Housman. Krusty attends the coffee shop Java the Hut, a reference to the Star Wars character Jabba the Hutt. Additionally, Krusty's anti-commercialism and anti-corporate stances, along with styling his hair in a ponytail, is a reference to comedian George Carlin who styled his hair the same way later in his career and often had anti-capitalist, anti-consumerist and anti-commercialist overtones in his performance.