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1* HarsherInHindsight: Ned's line "You knew I had a temper when you married me" is very much PlayedForLaughs; his definition of a temperamental action is withholding Bible stories as a punishment. But Season 8's "Hurricane Neddy" would reveal that he's had ''several decades'' worth of pent-up rage, suppressed since childhood after therapeutic treatment; he's downright terrifying when [[RageBreakingPoint he truly reaches his limit]].
2* HilariousInHindsight:
3** Mrs. Krabappel's line about not wanting to date Principal Skinner because "...his mommy won't let him out to play," is funnier after watching the season eight episode "[[Recap/TheSimpsonsS8E19GradeSchoolConfidential Grade School Confidential]]" (where Skinner and Krabappel do date), but HarsherInHindsight as of "[[Recap/TheSimpsonsS15E17MyBigFatGeekWedding My Big Fat Geek Wedding]]" because of their break-up (and harsher still when, prior to Marcia Wallace's death, Mrs. Krabappel married Ned Flanders). On top of that, Agnes was the reason for their breakup.
4** Mrs. Krabappel's line about Groundskeeper Willie being into something sexually deviant ("Yech! I'm not even gonna tell you what that guy's into.") is funnier after watching "[[Recap/TheSimpsonsS6E9HomerBadman Homer Badman]]," where it's revealed that Groundskeeper Willie is a Peeping Tom who likes to videotape people having sex in their cars (and in "[[Recap/TheSimpsonsS10E23ThirtyMinutesOverTokyo Thirty Minutes over Tokyo]]", he has an upkilt website and in "[[Recap/TheSimpsonsS12E16ByeByeNerdie Bye Bye Nerdie]]", he put video cameras in the school to assuage his fetish rather than because the school needs extra security measures).
5** The episode's subplot prominently features Ned Flanders. [[UptightLovesWild Guess who'd be the last stop on Edna's long romantic road?]]
6** Early on, the Twirl King presentation opens up by stating yo-yos are not much competition for a video game. A handful of video game characters, such as Bridget in ''VideoGame/GuiltyGear'', Sora in ''VideoGame/KingdomHeartsIII'', and Malin in ''Franchise/TheKingOfFighters'', fight with yo-yos.
7** "I don’t want any damn vegetables" and "No Bible stories for you tonight!" This was one year before ''WesternAnimation/VeggieTales'' premiered.
8** When Homer finds out that Bart has been doing yo-yo tricks, he becomes confident that Bart can make a living off of it, and he can live off the income Bart makes. [[Recap/TheSimpsonsS16E5FatManAndLittleBoy A later episode]] would have Bart making an income through a hobby he likes (specifically, making novelty t-shirts) and Homer starts living off said income.
9** One of Homer's drunken letters to Marge ended with him saying "Five dollars? Get outta here!" in response to being offered an expensive pretzel. [[Recap/TheSimpsonsS14E7SpecialEdna A later episode]] (which also put focus on Edna's love life in the main plot, along with Bart's meddling of it) had Homer buy a ''14 dollar'' churro (albeit, he was not happy about it).
10* MemeticMutation: Todd innocently telling his parents "I don't want any damn vegetables" is popular with the fandom along with a frame of him saying the line while blinking, giving his face an almost sinister expression.
11* SugarWiki/SheReallyCanAct: Marcia Wallace didn't win an Emmy for this episode for nothing.
12* {{Squick}}: Homer stepping on a nail, which goes right through his entire foot and shoe. The sound effect doesn't help.
13* ValuesDissonance: When Bart confesses his prank to his family, their only concern is for Edna's hurt feelings--not for the fact that she's unknowingly been sending sexually-charged correspondence and pictures to a 10-year-old male student, which could have legal, professional and personal repercussions far beyond what Bart intended with his prank if it played out in a modern context. It would hardly help her case that she ''does'' knowingly vent about her love life to said student, complaining--in some detail--about the shortcomings of the other teachers as potential boyfriends and even innocently calling Bart "the closest thing to a man in [her] life," simply to make the point that her situation is miserable (and to provide DramaticIrony).
14* TheWoobie:
15** Edna Krabappel is nothing short of pitiable in this episode. She's clearly very lonely to the point where she offers to do homework for her students just to get them to stay and talk to her and writes a personal ad for a lark but is so desperate that she starts screaming [[SuddenlyShouting "I NEED A MAN!!"]] while on hold. All of her dates are unsatisfactory and Bart writing to her with the intent to stand her up was the only thing that really made her happy and feel truly loved. Seeing her crying after "Woodrow" stands her up in The Gilded Truffle is so sad, that it makes Bart [[MyGodWhatHaveIDone realize he crossed the line]]; soon after, he and his family work together to help her feel loved again and able to be happy once more. In the end, Edna doesn't find her true love but at the very least she's a little less lonely.
16** The guy from the "World Without Zinc" film. Regardless of [[RiddleForTheAges why]] he wished for a world without zinc in the first place, when he [[MyGodWhatHaveIDone discovers just how badly he messed up]], he tries to ''[[DrivenToSuicide blow his brains out]]'', then begs zinc to come back when his gun won't work. Thankfully, it turns out to be AllJustADream.
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