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* BigFishInABiggerOcean: ZigZagged with Rory Gilmore.
** In the first season, Rory is beloved in Stars Hollow and a star student at the public high school, getting into the prestigious Chilton in spite of being raised by a single mom in a small town. But Rory struggles at first with the new workload and commute, as well as the one-sided rivalry with Paris Geller, getting her first D and having a meltdown when she misses a test due to her car getting hit by a deer. Once she adjusts, however, she manages to be in the top 3% of the class. By her senior year, she becomes valedictorian.
** At Yale in Season 4, Rory again initially struggles with adjustment of not being the big fish, this time due to being away from home on top of the college workload. After getting a D in a class and being recommended to drop said class, she feels like a failure and falls back on her married ex-boyfriend Dean for comfort.
** In Season 5, she initially seems to do great in her internship with the Stamford Gazette, subverting the previous trend. Double subverted when Mitchum Huntzberger tells her she hasn't "got it" as a journalist based on her internship performance, though it's unclear whether this was ToughLove or KickTheDog due to Rory dating his son.
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* HorribleHoneymoon: Lane and Zach honeymoon in Mexico at a place called "Pedro's Paradise", which turns out to be anything but. As told by Zach and Lane after the fact in "That's What You Get, Folks, For Makin' Whoopee", the place turned out to be a scam in some dude's apartment, far from the "ocean views" that were promised, Zach became paranoid about Pedro and his friends speaking Spanish around them, and the couple comes back feeling nauseous [[spoiler: though, it turns out, for different reasons]]. Even worse, in a subversion of the usual TheirFirstTime trope, their attempt to replicate the beach scene in ''Film/FromHereToEternity'' ends with [[SurprisinglyRealisticOutcome them dirty and cold with crabs crawling all over them]], causing Lane to believe that good sex is a myth. The honeymoon has long-term ramifications, as [[spoiler: Lane, after only a brief brush with freedom from her [[MyBelovedSmother Beloved Smother]] and a terrible first sexual experience, [[LawOfInverseFertility ends up pregnant]] [[CantGetAwayWithNuthin with twins]] due to a [[ButWeUsedACondom poor-quality Mexican condom]]]].

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* HorribleHoneymoon: Lane and Zach honeymoon in Mexico at a place called "Pedro's Paradise", which turns out to be anything but. As told by Zach and Lane after the fact in "That's What You Get, Folks, For Makin' Whoopee", the place turned out to be a scam in some dude's apartment, far from the "ocean views" that were promised, Zach became paranoid about Pedro and his friends speaking Spanish around them, and the couple comes back feeling nauseous [[spoiler: though, it turns out, for different reasons]]. Even worse, in a subversion of the usual TheirFirstTime trope, their attempt to replicate the beach scene in ''Film/FromHereToEternity'' ends with [[SurprisinglyRealisticOutcome [[DeconstructedTrope them dirty and cold with crabs crawling all over them]], causing Lane to believe that good sex is a myth. The honeymoon has long-term ramifications, as [[spoiler: Lane, after only a brief brush with freedom from her [[MyBelovedSmother Beloved Smother]] and a terrible first sexual experience, [[LawOfInverseFertility ends up pregnant]] [[CantGetAwayWithNuthin with twins]] due to a [[ButWeUsedACondom poor-quality Mexican condom]]]].



* {{Deconstruction}}: The entire special could be called "The Deconstruction of the Gilmore Girls." Many of the tropes the show operates on and the "quirky personalities" of the characters are given a SurprisinglyRealisticOutcome. Such examples include:

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* {{Deconstruction}}: The entire special could be called "The Deconstruction of the Gilmore Girls." Many of the tropes the show operates on and the "quirky personalities" of the characters are given a SurprisinglyRealisticOutcome.dose of realism. Such examples include:

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