Summary

  • Apocalypse Cow introduces Mary Spuckler & showcases Bart caring for a cow.
  • Wizard of Evergreen Terrace features Homer inventing with memeworthy moments.
  • The Heartbroke Kid features Albert Brooks & hilarious weight-loss camp antics.

The Simpsons is a beloved staple of modern pop culture. The longest-running scripted American primetime series has attracted no shortage of awards and high-profile collaborations across its multiple-decade run, and it is currently set to be renewed up to at least the 40th season mark.

simpsons episodes that have aged the best
The Simpsons: Season 1 Episodes That Have Aged The Best

The first season of The Simpsons aired all the way back in 1989, but many of the season's episodes are still great fun to watch today.

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Many purists parrot the theory that the show hasn't been relevant or entertaining since season 9, often citing The Principal and the Pauper, in particular, as the exact point at which the series jumped the shark. But that period now accounts for just over a quarter of the series' total run. There have been many great examples since as to why the show remains on the air, including a few often-quoted classics that fans may not realize were later than they think.

10 Apocalypse Cow

Animal Welfare

  • Season 19, Episode 17

These rankings will be primarily based on the overall legacy of the episode from the fan's perspective, accounting more for the memorable moments and the quality of the jokes rather than a broader critical perspective. Like how Homer Loves Flanders gave the world the infamous Homer Bushes GIF.

Apocalypse Cow is one of the more anonymous episodes on the list, but it's a sweet story about Bart caring for a cow he raised, and it marks the introduction of Zooey Deschanel's Mary Spuckler, who would become a significant recurring character in future Bart-centric episodes. Plus, it proved Skinner right; the children were wrong for not hanging out at the 4-H club.

9 The Wizard of Evergreen Terrace

Inventive Exploits

  • Season 10, Episode 2

The Wizard of Evergreen Terrace chronicles Homer's ambition to become an inventor after discovering a newfound admiration for Thomas Edison. After several ill-fated attempts, he resorts to taking posthumous vengeance on Edison for filling his head with dreams he is unequipped to fulfill.

Homer's memeworthy make-up gun lives long in infamy, and one of his other inventions presents one of the series' longest-standing mysteries, with many fans still left perplexed to this day as to why exactly Homer refers to himself as 'sitting in the right chair.'

8 The President Wore Pearls

Vote Lisa

  • Season 15, Episode 3

With the almost impossible task of maintaining consistency over such a long run, The Simpsons has occasionally shaken up the formula by doing a direct parody of a popular property. Some of these have been amongst the most critically acclaimed episodes of later seasons, such as Eternal Moonshine of the Simpson Mind and 24 Minutes.

As far as this list is concerned, it's the novel show-tune-laced adaptation of Andrew Lloyd Webber's Evita that takes the cake. The President Wore Pearls features Skinner manipulating Lisa, the recently elected student body president, to push through an unpopular agenda. Complete with catchy songs and timeless jokes.

7 Blame it on Lisa

Simpsons Carnival

  • Season 13, Episode 15

Blame it on Lisa is most notable for the real-world impact it had upon release, with the Brazilian government threatening to sue the producers for the negative representation of the country, which they felt could have a detrimental impact on tourism.

That was in reference to the numerous crimes depicted in the episode, most notably Homer's kidnapping. Centering episodes around visiting one particular country has become another way of shaking up the Simpsons' formula. The episode, which features Lisa taking the family to Brazil in search of her missing pen pal, is one of the pioneers of that format.

6 We're on the Road to D'ohwhere

Cross Country Bonding

  • Season 17, Episode 11

The Simpsons doesn't always muster the poignancy or heart of some of its more recent adult animation contemporaries, like Bob's Burgers and Bojack Horseman, but the show is still capable of delivering a moving narrative. To be overly analytical at the center of the show is the paradigm between Homer and Bart. The negligent father, learning from his own turbulent upbringing and the disrespectful son who forced him to settle down much sooner than he expected.

Homer in The Simpsons
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The show does touch on this theme across numerous episodes, and We're on the Road to D'ohwhere ranks among the most raw. In the episode, Bart is expelled, and the family decide to enlist him in a behavior modification facility that requires Homer to drive him across the country. On the way, the pair attempts to unpack their relationship and gain a new understanding of each other's perspectives.

5 Homer to the Max

And That's The End Of That Chapter

  • Season 10, Episode 13

From one extreme to the other, Homer to the Max is not especially innovative or moving; it's classic goofy Simpsons at its quotable best. When a show airs starring a suave detective named Homer Simpson, Homer attempts to take credit for the influence. A comparison that becomes significantly less flattering after some creative changes turn the character into a bumbling sidekick.

To escape ridicule, Homer reinvents himself as Max Power and gets involved with some influential trendsetters around Springfield. The episode features some great jokes and another popular meme template of 'Get ready, everybody, he's about to do something stupid'.

4 Skinner's Sense of Snow

Cabin Fever

  • Season 12, Episode 8

Towards the top end of this list are the most underappreciated comedy gems of this era of the show, delivering first and foremost with the laughs. Skinner's Sense of Snow sees the children facing the prospect of being trapped in the school for Christmas, after Skinner refused to close despite a severe weather warning.

Some of the episode's most memorable highlights include the extended parody of Skinner's favorite Christmas movie titled, The Christmas That Almost Wasn't But Then Was, and Homer teaming up with Ned Flanders for an ill-fated rescue attempt with the odd couple antics one might expect.

3 Trilogy of Error

Linguo Is Dead

  • Season 12, Episode 18

An easy inclusion, Trilogy of Error remains the most critically acclaimed of any episode past season 10. As previously alluded to, the show has seen a somewhat unfair decline in audience and critical reception, due as much to fatigue rather to an outright dip in quality, which meant reviews were a secondary consideration. Trilogy of Errors still deserves its acclaim, though.

Adapting the traditional three-story format established in Treehouse of Horrors, this episode takes a new approach, telling the same story from three different perspectives, adding new information with each cycle. Alongside 22 Short Films About Springfield, this is arguably the series' peak for fleshing out the larger world of Springfield and making it feel lived in. Making use of its large cast of characters has been pivotal to differentiating the Simpsons against the many similar popular series it inspired.

2 Dial 'N' for Nerder

Martin Prince is Dead

  • Season 19, Episode 14

Humor is subjective after all, but for anyone who's already come this far, there's a good chance there's a laugh or two to be found in this lesser-known episode. Dial 'N' for Nerder adopts a Zucker-Abrahams-style approach of packing one-liners into a brief story where Bart and Lisa think they have killed Martin in a prank gone wrong.

A memorial held at school where Skinner proclaims Martin to be known by many names, including Farting Prince and Martin the Brownnose Reindeer pretty much sums up the calibre of humor. It's not highbrow, but it's fast and plentiful in this quirky episode.

1 The Heartbroke Kid

Childhood Obesity

  • Season 16, Episode 17

Another excellent guest-starring performance from Albert Brooks, perhaps best known as Hank Scorpio, cements The Heartbroke Kid as the top recommendation on this list. Brooks plays Tab Spangler, the lead counselor at a weight-loss camp Bart is sent to after becoming addicted to a new sugary snack.

Practically everything Spangler says is hilarious, with the easily incensed counselor often fumbling over his sentences and being confronted with inconsistent signage. Similar to the previous entry, it's the relentless pacing of the throw-away one-liners that makes the episode a laugh riot.

The Simpsons Ending
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