'''Original air date''': February 22, 1998

At a charity comedy show, Krusty discovers that his brand of humor is out of step with modern stand-up comedy. After announcing his retirement and going on a drunken bender, Krusty wakes up at the Simpsons household and, with the help of Bart Simpson and special guest star, Creator/JayLeno, Krusty becomes an anti-establishment stand-up comic (''a la'' Creator/GeorgeCarlin, Creator/DenisLeary, Creator/DennisMiller, and Creator/BillHicks), but must choose between his ethics and selling out when an agent offers him the chance to be the spokesman for a new SUV called The Canyonero.

!!"The Last Temptation of Krust" contains examples of:
* AsianBuckTeeth and AsianSpeekeeEngrish: Krusty's offensive Asian impression: "ME SO SOLLY!" is complete with him putting in fake teeth.
* BorrowedCatchphrase: "Hey, hey. I'm Kent Brockman the Clown..."
* BrickJoke: At Krusty's last stand-up act, Homer complains about pants. When Krusty starts to bomb, Homer, in only his underwear and a shirt, throws his pants at Krusty.
* CallBack: In "[[Recap/TheSimpsonsS5E10Springfield $pringfield, or: How I Learned to Stop Worrying and Love Legalized Gambling]]", Krusty also tried performing stand-up comedy, and did poorly, as well.
* CannotTellAJoke: Kent Brockman filling in for Krusty:
--> '''Kent Brockman''': Today's top joke: It seems a local moron threw his clock out the window! We'll tell you why, right after this.
* TheDeadRiseToAdvertise
-->''So I'm watching TV today, and all I keep seeing is dead celebrities hawking products! You've got poor old Creator/VincentPrice floating around in a toilet keg telling me about ''the horrors'' of an unfresh bowl! And I tell ya something else: I do not believe UsefulNotes/WinstonChurchill would eat at a place called "Der Wienerschnitzel"!''
* DoesNotUnderstandSarcasm:
--> '''Bart''': I'm looking for someone named... ''(reading card)'' "Jay Leno"?\\
'''Jay Leno''': Somebody wanna get this kid a TV?\\
'''Bart''': Whoa, gee, thanks, mister!\\
'''Jay Leno''': Just kidding. ''I'm'' Jay Leno.
* DudeNotFunny: The InUniverse reaction to Krusty's racist performance.
* FakeOutFadeOut: Near the end, after the Canyonero commercial song appears to finish, the 20th Century Fox Television VanityPlate appears...only to get pushed aside for more of the Canyonero song.
* HintDropping: Homer hopes that Krusty will rant on pants; during the act, Homer yells out, "Don't you hate ''pants''?"
* HoYay: Invoked when two Canyonero execs watch Krusty's new act:
--> '''Exec 1''': Wow, they're hanging on his every word. Are you thinking what I'm thinking?\\
'''Exec 2''': ''(tries to hold his hand)'' I ''hope'' so.\\
'''Exec 1''': ''(retracts his hand)'' I ''thought'' I made myself clear in Boston.
* HummerDinger: The Canyonero.
--> ''Twelve yards long, two lanes wide, sixty-five tons of American pride! ''[[EarWorm Canyonero!]]''".
* HypocriticalHumor: When Krusty bombs, Bruce Baum (wearing swimming trunks and an inner tube, and with a "fish going through head" hat on) comments:
--> '''Bruce''': That guy cheapens our whole profession! What do you think of him, Internet Comic? ''(a nearby computer beeps twice)''
* IThoughtYouWereDead: Discussed, when devoted fan Bart asked why Krusty isn't among the other comedians, some thought he was dead, much to Bart's annoyance.
* TheLastTitle: The name of the episode.
* LateToThePunchline: Homer, during Creator/StevenWright's act.
--> '''Steven''': I finally got around to reading the dictionary. Turns out the zebra did it.\\
''(everyone laughs except Homer)''\\
'''Homer''': I don't get it.\\
'''Lisa''': Dad, the zebra didn't do it; it's just a word at the end of the dictionary.\\
'''Homer''': I ''still'' don't get it.\\
'''Lisa''': It's just a joke.\\
'''Homer''': ''(lights up)'' Oh, I get it! I get jokes! ''(laughs)''
* TheMakeover: When Krusty retools his act to be edgier, his appearance gets an update as well: He ties his hair strands back into a ponytail, and wears a jacket with a black shirt underneath.
* NoodleIncident: Whatever happened in Boston between the two execs.
* NotAllowedToGrowUp: {{Lampshade|Hanging}}d. When Marge bought Bart and Lisa new shoes, Lisa complained the shoes were too big and Marge said they'll fit when the kids grow up. Bart then asked when it'd happen like he didn't expect it to happen. Marge then comments they're both overdue for a growth spurt.
* OverlyLongGag: Dr. Hibbert laughing when the comedy club promoter asks if he likes to laugh. It's cut a little bit in syndication.
* ProducePelting: Krusty after selling out at Moe's.
* ProductPlacement: Krusty promoting the Canyonero during his comedy act.
* RhetoricalQuestionBlunder: When Krusty is trying out his new act in front of the Simpsons:
--> '''Krusty''': I'm a real person and as a real person, I've made some humorous observations about real life. For example, did you never notice how there are ''two'' phone books: A white one ''and'' a yellow one? I mean, what's the deal with that?!\\
'''Lisa''': ''(flatly)'' One's residential, the other's business.\\
'''Krusty''': Oh. What'll they think of ''next'': Blue pages?!\\
'''Marge''': ''(also flatly)'' They have those; they're government listings.
* SellOut: Krusty gets applauded for being an anti-establishment comedian, but when he strikes a deal with Canyonero to blatantly promote their product during his shows he is perceived as a sell-out. Krusty, however, likes the fact that he is back on top in show business better than remaining true to his ideals.
* SpitTake: Marge at the comedy show when Creator/JaneaneGarofalo opened her act with, "I got my period today."
* StrangeMindsThinkAlike: A couple people thought Krusty died.
* TakeThat: When Krusty bombs at the comedy show making a joke about TV dinners, Janeane Garofalo sarcastically quips "Ooh, take that, Swanson's".
* TemptingFate: During Krusty's performance at the comedy show.
-->'''Jay Leno:''' What's he gonna do next? A flapping dickie?
-->'''Krusty:''' Uh-oh, I'm losing them. Better give them the "A" material! Hey-hey! ''(flaps dickie)''
* TooMuchInformation: During Krusty's rant about modern comics:
--> '''Krusty''': Then, you got these lady comics talkin' about stuff that would embarrass Creator/ReddFoxx! God rest his smutty soul. Who they slept with, what time they sit on the can; this is supposed to get you a husband?!
* UnusuallyUninterestingSight
-->'''Homer (as he's walking in to use the bathroom):''' I didn't know you, Jay Leno and a monkey were bathing a clown.
* ValuesDissonance: InUniverse. Krusty's outdated and offensive comedy act fails to impress the audience.