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We Requested Specialists for Their 10 of the Most Memorable Simpsons Episodes of All Time

We Asked Experts for Their 10 of the Most Memorable Simpsons Episodes of All Time


This winter, The Simpsons celebrates its 30th anniversary of being on air. That’s three “D’oh-” and donut-filled many years of Homer’s mishaps alongside Marge, Bart, Lisa and Maggie as they scheme by means of the years in Springfield in good cartoon colour. The present has additionally picked up a collective 31 Primetime Emmy Awards over its expansive run, making it a essential hit too.

Regardless of the longevity of the collection, not one of the residents of the Simpsons world have aged a day. However their comedy has grown up round us and change into an indelible a part of the American cultural panorama.

Generally, the present has appeared to inform the longer term. Different instances, it has been a wry reflection of current and previous.

Initially created as an offshoot of cartoon interludes on FOX’s Tracey Ullman Present by Matt Groening in 1997, it’s developed by James L. Brooks, Matt Groening and Sam Simon.

To have fun and take into account the present’s hefty legacy, TIME spoke to a few Simpsons students and specialists who’ve written extensively concerning the present over time, significantly about its lauded first decade. Journalist John Ortved, who wrote The Simpsons: An Uncensored, Unauthorized Historical past, considers it certainly one of our strongest cultural forces in tv. “I’d put The Simpsons proper up there — I believe it’s as or extra highly effective than Saturday Night time Dwell,” he instructed TIME. Chris Turner, one other journalist and creator of Planet Simpson: How a Cartoon Masterpiece Outlined a Technology, agrees. For Ray Richmond, critic and co-author of The Simpsons: A Full Information to Our Favourite Household, it’s one of many classics.

Most critics settle for that the second half of the present’s run hasn’t hit its early subversive highs. But it surely nonetheless claims respect. “Even at its lowest, it’s been larger than nearly each comedy,” Richmond says. The trick was that it took a conventional household sitcom and added the cartoon twist. “At its core it’s only a feel-good present about this glorious household. It’s a mixture of character improvement, nice visitor stars, sight gags and homages to the previous and to movies,” he explains of its longstanding attraction.” As for its future? “It should by no means exit.”

Listed below are ten of essentially the most memorable of the present’s episodes in accordance with those that have studied the enduring present over its run, focusing totally on its acclaimed first 15 years.

10. “Rosebud,” Season 5, Episode 4. 1993.

This Citizen Kane homage will get into the backstory of Mr. Burns, recalling his beloved childhood teddy bear, Bobo, that he discarded in change for ascension to a lifetime of wealth — and his lifelong quest to get better the treasured object. “It’s as good an episode of tv as I’ve ever seen,” Ortved says. There are intensive historic references as Bobo’s journey is traced from Mr. Burns by means of the fingers of Adolf Hitler and an expedition to the North Pole earlier than miraculously ending up within the arms of Maggie, Homer’s daughter — main, in fact, to a Homer vs. Mr. Burns showdown. To high it off, there’s voice appearing from the Ramones (sure, the rock star Ramones), including an official layer of punk rock cool to the present. “On some stage The Simpsons is a form of punk rock TV present, or actually was,” Ortved says. That irreverence has solely enabled its lengthy life.


9. “Cape Feare,” Season 5, Episode 2. 1993.

That is what Richmond calls the “final Sideshow Bob episode.” It’s primarily a play on the Oscar-nominated 1991 film Cape Fear, a psychological thriller from Martin Scorsese. Within the Simpsons model, Homer and his household are terrorized by Homer’s nemesis Sideshow Bob, voiced by actor Kelsey Grammer; they find yourself coming into the witness safety program and relocating to a brand new city and a houseboat to attempt to escape. However regardless of the dire context, they’re nonetheless capable of mine loads of comedy out of the circumstances. Probably the most memorable elements of the episode is a comic book bit that’s change into Simpsons legend: Sideshow Bob retains stepping onto rakes that regularly whack him within the face. “It was a kind of issues the place they have been nearly testing the speculation that something repeated sufficient turns into humorous,” Turner says. “It turns into form of repetitive and tedious, however by the seventh or eighth time it’s humorous. It’s a comedic train.” And it labored.


8. “Homer’s Enemy,” Season 8, Episode 23. 1997.

This episode explores what occurs when actuality — or one thing prefer it — bumps up agains the Simpsons fantasy. In it, Mr. Burns hires a hard-working man named Frank Grimes to hitch the facility plant. However when Grimes is caught with Homer, he’s pushed to insanity and, in the end, dying. “It’s fairly darkish,” admits Ortved, “however you and I chuckle so onerous, since you notice everybody within the Simpsons world has change into so inured to Homer’s stupidity, gluttony and downright parasitic laziness. And also you notice that these folks have change into not solely OK with it, however charmed by it — and so have you ever.” Ortved calls it the “Hannah Arendt episode” for its wry portrayal of the banality of evil — a timeless time period initially coined by the German-American theorist following the Holocaust. “Homer’s Enemy” additionally has its share of critics who see it as a bit too on the nostril in its unusually clear-eyed depiction of Homer’s faults, making it one of many present’s extra controversial episodes.


7. “El Viaje Misterioso de Nuestro Jomer (The Mysterious Voyage of Homer),” Season 8, Episode 9. 1997.

On this foray right into a newly surrealist realm — or a “spirit quest acid journey,” as Turner describes it — Homer wins a hot-pepper-eating contest solely to start out hallucinating because of the power of the peppers. Whereas on his metaphysical journey, unusual issues occur; he shatters the solar, as an illustration. (“It’s one of many few old-school cartoon issues they did within the present,” Turner remembers.) He additionally encounters a coyote spirit information, voiced by nation icon Johnny Money. Finally, Homer’s quest leads him to query his relationship with Marge — however by the top of the episode, he has seen the sunshine and re-confirmed Marge as his soulmate, a touching second of romance in a present not at all times finest recognized for its sensitivity to like. The bizarre visuals within the animations make it significantly memorable within the present’s run.


6. “Deep House Homer,” Season 5, Episode 15. 1993.

On this tackle 2001: A House Odyssey, Homer heads to the cosmos after being chosen as an average-Joe astronaut to present NASA higher rankings. In typical Homer trend, he manages to mess up the navigational devices with a smuggled bag of chips and unleashes an ant farm upon the shuttle, which he erroneously finally ends up believing are big, alien ants. Predictably, mayhem and near-death mishaps ensue, though Homer is safely returned to earth. Memorably, astronaut Buzz Aldrin and rock star James Taylor make voice cameos. And as for the jokes? “It’s nonetheless bought a few of my favourite single traces within the present,” Turner says, and Richmond concurs that he’s nonetheless bought a mushy spot for the episode.


5. “Homer on the Bat,” Season 3, Episode 17. 1992.

To be able to win a softball recreation, Mr. Burns hires main league baseball stars to workers up the corporate’s group. Notably, the Simpsons group managed to get the precise celebrities themselves to voice act their characters, from Roger Clemens to Ken Griffey Jr. “It’s amazing looking back that they managed to get these celeb athletes,” explains Turner. “However the episode isn’t in thrall to whoever it’s. It’s actually held up.” Because of the 9 gamers who contributed, it’s an iconic episode that showcases the facility of the Simpsons‘s attract to attract in uncommon cameos.


4. “The President Wore Pearls,” Season 15, Episode 3. 2003.

Intelligent, precocious Lisa turns into scholar physique president of Fairfield Elementary College on this episode that parodies the opera Evita, with Lisa even singing a spin on “Don’t Cry For Me, Argentina” as she goes on to rule the varsity. “It’s a extremely cautious and good satire and tribute to a musical, an incredible exploration of Lisa,” Ortved explains, “and it will get into a personality’s weak spot and darker sides — and her starvation for energy.” Past that, the episode is stuffed with small jokes and gags that maintain it memorable, together with a cameo from filmmaker Michael Moore as himself. “It’s extremely watchable, the songs are good, the pacing is nice, and it has these fantastic moments that discover the stress between youngsters and adults,” he says. As an example, there’s a degree at which Lisa, as president, has entry to the instructor’s lounge. Awed by her energy, the opposite college students recommend the lecturers should make enjoyable of the youngsters of their non-public chamber. And certain sufficient, when Lisa peeks in on the lecturers, she discovers Willie the groundskeeper making enjoyable of the scholars — a chopping commentary on the cruelty of adults, as explored by a toddler. “There’s no single episode after that that holds up as effectively,” Ortved says.


3. “Treehouse of Horror V,” Season 6, Episode 6. 1994.

Of their fifth installment of the annual — and much-loved — Halloween-themed “Treehouse of Horror” episode, the Simpsons creators parodied a variety of well-known scary tales to sharp comedian impact. “The Shining,” which is the phase that’s most well-remembered, sees the household get employed by Mr. Burns to maintain his mansion. Homer rapidly deteriorates beneath the circumstances, to murderous impact. Richmond says the Halloween episodes are “at all times an incredible spotlight,” however this one stands out for the specificity of its homages — and the high quality of the animation, for which The Simpsons doesn’t at all times get quite a lot of credit score, however which improved by the point this episode got here round. Turner agrees, calling the 3D animation a “large deal on the time.” Apart from its play on The Shining, there’s additionally an homage to the musical Sweeney Todd involving the scholars within the college cafeteria that delights within the macabre.


2. “The Itchy & Scratchy & Poochie Present,” Season 8, Episode 14. 1997

On this self-skewering episode, a well-liked youngsters’ present within the Simpsons’s universe — The Itchy & Scratchy Present — decides to make an try and inject recent power into its world with the addition of a brand new character, Poochie, to maintain the eye of the viewers. The present was not afraid to take a mirror to itself, with this episode as proof. “The Simpsons has at all times been good about tracing their very own line, and commenting on their very own success and their very own failures,” Ortved notes. “The very fact is, you’ll be able to’t be that humorous for that lengthy, and comedy strikes on. It’s an excellent remark and takedown of standard tv,” he says. “It’s each prescient and actually essential.” Turner agrees: “It’s a satire of the present itself in quite a lot of methods. The dialogue that results in the invention of Poochie must be essentially the most cited criticism of unhealthy TV writing.” On the finish of the episode, the character of Poochie is summarily dispatched — a cautionary story of how fast fixes to seize extra eyeballs usually are not a real answer for waning consideration within the leisure business.


1. “Marge vs. the Monorail,” Season 4, Episode 12. 1993.

In one of many present’s best homages to traditional theater, a touring salesman named Lyle Lanley, voiced memorably by Phil Hartman, involves Springfield and sells the city on the idea of a monorail, á la the musical The Music Man. The townspeople are fast to fall for his song-and-dance routine, and naturally Homer finally ends up because the conductor of the defective — and extremely pointless — new type of transportation. Written by Conan O’Brien, it’s a fast-paced, joke-filled episode that turns The Simpsons from a unusual sitcom right into a surreal social critique.

The voice of purpose is totally thrown out the window for one thing fairly humorous and enjoyable and imaginative,” explains Ortved, figuring out the explanation this episode stands out: “The Simpsons have at all times stored this type of Aristotelian unity; they solely did stuff that would occur in the actual world, regardless of the actual fact they have been a cartoon. After which all of the sudden you’ve this entire factor that explores the imaginative potentialities of animation and the elasticity of the characters. The writers needed to make their response to one thing this huge make sense, which is a tribute to them.” From the musical numbers to a cameo from the legendary Leonard Nimoy (who performs himself, however along with his position referencing Dr. Spock) to the comedian spin on harmful group psychology, it’s an eminently considerate episode that has stood up over time.