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* ''Fanfic/BurningCoals'': After witnessing Yang's fight with Mercury, Neo is upset that Yang didn't fight ''her'' in the same fashion during their encounter on the train.
* ''Fanfic/JustAnUnorthodoxThief'': Waver struggles with this; while he winds up as one of the last Masters left standing in the latest incarnation of the Holy Grail War, he and Rider hadn't gotten involved in many fights, so he feels like he didn't ''earn'' his position.
* ''Fanfic/{{Juxtapose}}'': Hitoshi is disappointed when Izuku seemingly falls for his MindControl Quirk as soon as their match starts, feeling that it was a bit of an anticlimax.
* ''Fanfic/{{Juxtapose}}'': Hitoshi is disappointed when Izuku seemingly falls for his MindControl Quirk as soon as their match starts, feeling that it was a bit of an anticlimax.
* ''Fanfic/LotusSeeds'': Luo Binghe is ''infuriated'' by the notion that all of his successful conquests were "fated" to happen.
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* {{Discussed}} in ''Fanfic/TwoLetters'': After spending nearly two years harassing Ladybug about wanting a RelationshipUpgrade, Adrien/Chat Noir finally decided to move on to a new target: [[TwoPersonLoveTriangle Marinette]]. This happened right as Ladybug was starting to consider accepting his advances, while Marinette had ''just'' given up her hopeless crush on Adrien. Luka notes that the ''timing'' of this UnrequitedLoveSwitcheroo makes it appear that he was only chasing Ladybug for the challenge of [[ILoveYouBecauseICantControlYou seducing somebody who wasn't interested]], especially since Marinette proved resistant as well. Adrien dismisses the idea; however, given how it's heavily implied that he ''still'' [[EntitledToHaveYou wants a relationship with Marinette]] even after she [[TheReasonYouSuckSpeech calls him out]] (along with how she [[spoiler:helped strip him of the Ring]]), there may be more truth there than he's willing to acknowledge.
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* {{Discussed}} {{Discussed|Trope}} in ''Fanfic/TwoLetters'': After spending nearly two years harassing Ladybug about wanting a RelationshipUpgrade, Adrien/Chat Noir finally decided to move on to a new target: [[TwoPersonLoveTriangle Marinette]]. This happened right as Ladybug was starting to consider accepting his advances, while Marinette had ''just'' given up her hopeless crush on Adrien. Luka notes that the ''timing'' of this UnrequitedLoveSwitcheroo makes it appear that he was only chasing Ladybug for the challenge of [[ILoveYouBecauseICantControlYou seducing somebody who wasn't interested]], especially since Marinette proved resistant as well. Adrien dismisses the idea; however, given how it's heavily implied that he ''still'' [[EntitledToHaveYou wants a relationship with Marinette]] even after she [[TheReasonYouSuckSpeech calls him out]] (along with how she [[spoiler:helped strip him of the Ring]]), there may be more truth there than he's willing to acknowledge.acknowledge.
* ''Fanfic/WhatIfKrillinBecameASaiyan'' has this as a RunningTheme:
** The majority of the heroes have quietly revolved that they will never use the Dragon Balls to make themselves stronger. Krillin unwittingly breaks this "unwritten rule" when he Wishes to become more like Goku, something Shenron interprets [[LiteralGenie literally]] by turning him into a Saiyan. Krillin subsequently has to deal with others repeatedly judging him for this, ''especially'' Master Roshi, when Roshi was the one who [[NiceJobBreakingItHero accidentally suggested it in the first place]].
** Goku turns down Guru's offer to unlock his true potential for him, stating that he'd rather earn that power through time and training. Krillin misinterprets this as Goku insulting him the same way so many others have.
** Vegeta considers Wishing for Shenron to remove Krillin's Saiyan heritage; however, he ultimately decides against it after acknowledging Krillin as a WorthyOpponent, deciding that he wants to strive to beat him ''as a Saiyan''.
* ''Fanfic/WhatIfKrillinBecameASaiyan'' has this as a RunningTheme:
** The majority of the heroes have quietly revolved that they will never use the Dragon Balls to make themselves stronger. Krillin unwittingly breaks this "unwritten rule" when he Wishes to become more like Goku, something Shenron interprets [[LiteralGenie literally]] by turning him into a Saiyan. Krillin subsequently has to deal with others repeatedly judging him for this, ''especially'' Master Roshi, when Roshi was the one who [[NiceJobBreakingItHero accidentally suggested it in the first place]].
** Goku turns down Guru's offer to unlock his true potential for him, stating that he'd rather earn that power through time and training. Krillin misinterprets this as Goku insulting him the same way so many others have.
** Vegeta considers Wishing for Shenron to remove Krillin's Saiyan heritage; however, he ultimately decides against it after acknowledging Krillin as a WorthyOpponent, deciding that he wants to strive to beat him ''as a Saiyan''.
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[[folder:Film]]
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--> '''Sherlock:''' Mysteries are there to be solved! It'd spoil all the fun if someone were to give me the answer, you fool!
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* ''Fanfic/ArchenemiesToSuperfriends'': Whenever she transfers to a new school, Lila figures out who the most popular students are and picks one as her "rival", aiming to become even more popular and beloved than they already were. She specifically singles out those she deems to provide the greatest possible challenge, and is dismayed when this doesn't work the way she anticipated with Marinette -- she didn't even '''HAVE''' to spread any MaliciousSlander, as Mari's "[[FairWeatherFriend friends]]" [[EasilyCondemned immediately turned upon her]] in hopes of currying favor with the new girl and her [[CelebrityLie supposed connections]].
* ''Fanfic/RemnantsBizarreAdventure'': Pyrrha Nikos duels against Josuke and Crazy Diamond during class. She's openly excited when she realizes that he's not only giving her a real challenge for the first time in years, but ''might actually defeat her''.
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* ''Fanfic/RemnantsBizarreAdventure'': Pyrrha Nikos duels against Josuke and Crazy Diamond during class. She's openly excited when she realizes that he's not only giving her a real challenge for the first time in years, but ''might actually defeat her''.
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* [[ClassicCheatCode Video game cheat codes]]. Same applies to using the console commands and level editors to make the game easier. It can be useful to get past a challenge you simply can't beat (possibly to see the story), it can be interesting to check out alternate ways to play, and it can be an absolute ''blast'' when playing around in a WideOpenSandbox. But just giving yourself the best gear, activating GodMode, and blowing through a game unopposed can get old real fast.
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* [[ClassicCheatCode Video game cheat codes]]. Same applies to using the console commands and level editors to make the game easier. It can be useful to get past a challenge you simply can't beat (possibly to see the story), it can be interesting to check out alternate ways to play, and it can be an absolute ''blast'' when playing around in a WideOpenSandbox. But just giving yourself the best gear, activating GodMode, and blowing through a game unopposed can get old real fast. It's why some players may give themselves enough of an advantage to make things a bit easier but still go through the game legitimately otherwise.
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* ''Fanfic/RemnantsBizarreAdventure'': Pyrrha Nikos duels against Josuke and Crazy Diamond during class. She's openly excited when she realizes that he's not only giving her a real challenge for the first time in years, but ''might actually defeat her''.
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* In ''Fanfic/{{Alicorn}}'', this is why Rainbow Dash resents being the daughter of Celestia. She usually loves getting praise and admiration from other ponies, but she only wants it if she actually feels that she's deserved it. She hasn't done anything to deserve praise for being a princess, it's all just because of who her mother is. To make things worse, being the daughter of Celestia is pretty much the only thing that other ponies will associate with her from now on, so anything she ''does'' accomplish on her own will be secondary or overshadowed by the fact that she's Celestia's daughter.
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** Boros, the [[RedBaron Dominator of the Universe]] also faced this, rampaging across planets simply to find someone who could prove a match to his incredible strength. He does find it in Saitama, and though it kills him [[AGoodWayToDie he doesn't really mind]] even if he clued in at the end even Saitama's final attack wasn't even close to his full power.
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** Boros, the [[RedBaron Dominator of the Universe]] also faced this, rampaging rampaged across planets simply to find someone who could prove a match to his incredible strength. He does find it in Saitama, and though it kills him him, [[AGoodWayToDie he doesn't really mind]] mind]], even if he clued in at the end even knowing [[AlwaysSomeoneBetter Saitama's final attack wasn't even close to his full power.power]].
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* ''WesternAnimation/{{Arthur}}'': In "Francine's Cleats of Strength", Francine has to earn money for some new soccer cleats. Her rich BestFriend, Muffy, gives Francine a job at her house that basically amounts to just getting paid to hang out with her, which they'd do anyways, while Muffy's butler does all the cleaning and service. Feeling guilty, Francine declines the money and the cleats Muffy eventually buys her, deciding to earn money legitimately by doing chores for her neighbors instead and buying them herself.
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** [[TheDon Capone "Gang" Bege]] was once a ruthless mafia boss in the West Blue. He was so successful, however, that he grew bored from the lack of challenge and set out to sea, becoming a ruthless pirate captain and rising to infamy as a member of the Worst Generation.
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Columbo doesn't really like making murderers squirm - sometimes he's very sympathetic to their motives. It just happens to be the way he works best.
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* ''Series/{{Columbo}}'' gets his kicks playing mind games with {{Smug Snake}}s and [[ExasperatedPerp sweating them until they make a mistake]]. However, in "How to Dial a Murder" after catching a psychologist with a ComplexityAddiction who was simply awful at covering his tracks, Columbo flat-out gives him a TheReasonYouSuckSpeech for making so many stupid mistakes and says he was ''disappointed'' that he made it so easy.
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* ''Series/{{Columbo}}'' gets his kicks is the master of playing mind games with {{Smug Snake}}s and [[ExasperatedPerp sweating them until they make a mistake]].mistake]], and usually treats them with fawning adulation as part of his ObfuscatingStupidity approach. However, in "How to Dial a Murder" after catching a psychologist with a ComplexityAddiction who was simply awful at covering his tracks, Columbo flat-out gives him a TheReasonYouSuckSpeech for making so many stupid mistakes and says he was ''disappointed'' that he made it so easy. [[spoiler:What Columbo is really doing in the episode is goading him into trying to murder ''him'' with the same technique the psychologist used on his original victim, thereby giving himself away.]]
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* ''Manga/DeathNote'': If [[Characters/DeathNoteLightYagami Light Yagami]] didn't effortlessly coast through life on his perfect grades, athletics, intelligence, or good looks, he probably would not have been bored or dissatisfied enough to fall so quickly and wholeheartedly for the [[AGodAmI power]] and [[UtopiaJustifiesTheMeans purpose]] the Death Note offered.
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* ''WebAnimation/EpithetErased'': This is why Zora Salazar is part of the MugglePower group Bliss Ocean despite being Inscribed: her Epithet, Sundial, is [[SuperPowerLottery frankly overpowered]], and she complains that it robs her of any sense of challenge. [[{{Hypocrite}} Not that it stops her from constantly abusing its power, though.]]
