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* Orion Black from ''Fanfic/TheBlackSheepDogSeries'' is undeniably an arrogant, bigoted, and emotionally AbusiveParent who tries to coerce his firsborn into performing his duties as the heir to his family's estate, despite Sirius's staunch refusal to remain tied to his BigScrewedUpFamily's obligations and narrow-minded worldview--even resorting to blackmail his son to keep him in line. But he is not utterly [[TroubledAbuser unsympathetic]], given how he does [[HiddenHeartOfGold care (in his own way) about his wayward off-spring]], and that ''his'' own father is an even worse AbusiveParent, whose idea of disciplining his children includes insulting them and probably using physical force to make them obey (which is the one thing Orion never resorts to, despite Arcturus's encouragement of it). Not to mention, for as much as Orion hurts his son, Sirius often returns to favour just as well. Even Dumbledore sympathizes with him, when a drunk and raving Orion recalls an earlier verbal battle with his son, where Sirius accuses his father of being a "spineless hypocrite with no principles", the morning after Orion managed to stop him from walking into a trap and thereby saving his life.

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* Orion Black from ''Fanfic/TheBlackSheepDogSeries'' is undeniably an arrogant, bigoted, and emotionally AbusiveParent who tries to coerce his firsborn firstborn into performing his duties as the heir to his family's estate, despite Sirius's staunch refusal to remain tied to his BigScrewedUpFamily's obligations and narrow-minded worldview--even estate--even resorting to blackmail his son to keep him in line. But he is not utterly [[TroubledAbuser unsympathetic]], given how he does [[HiddenHeartOfGold care (in his own way) about his wayward off-spring]], and that ''his'' own father is an even worse AbusiveParent, whose idea of disciplining his children includes insulting them and probably using physical force to make them obey (which is the one thing Orion never resorts to, despite Arcturus's encouragement of it). which even Sirius acknowledges. Not to mention, for as much as Orion hurts his son, Sirius himself is not an innocent victim of a DysfunctionalFamily, as he often returns goes out of his way to favour just as well. Even Dumbledore sympathizes with him, when a drunk insult and raving provoke his father, which hurts Orion recalls an earlier verbal battle with his son, where Sirius accuses his father of being a "spineless hypocrite with no principles", the morning after Orion managed to stop him from walking into a trap and thereby saving his life. far more than he lets on.

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* Gamzee in {{Fanfic/Hivefled}}, especially the earlier chapters. He has an AxCrazy side he can barely control and does some pretty bad things to his friends (such as half-blinding Eridan), but he's also got a lot of issues and a truly ''terrible'' past that makes it hard to blame him for it a lot of the time. He is also at least ''trying'' to be better.

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* Gamzee in {{Fanfic/Hivefled}}, ''{{Fanfic/Hivefled}}'', especially the earlier chapters. He has an AxCrazy side he can barely control and does some pretty bad things to his friends (such as half-blinding Eridan), but he's also got a lot of issues and a truly ''terrible'' past that makes it hard to blame him for it a lot of the time. He is also at least ''trying'' to be better.



[[AC: Franchise/MetalGear]]
* Esau from ''{{Fanfic/Stray}}'', who could be described as Adamska's EvilCounterpart. He's a {{Tykebomb}} agent of the Patriots who initially comes across as a SmugSnake and does some rather cruel things in his efforts against the protagonists, but his back story is deeply unhappy. [[spoiler: And in true ''Franchise/MetalGear'' villain fashion, his death scene is [[AlasPoorVillain played for tragedy.]]]]

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[[AC: Franchise/MetalGear]]
[[AC:''Franchise/MetalGear'']]
* Esau from ''{{Fanfic/Stray}}'', who could be described as Adamska's EvilCounterpart. He's a {{Tykebomb}} agent of the Patriots who initially comes across as a SmugSnake and does some rather cruel things in his efforts against the protagonists, but his back story is deeply unhappy. [[spoiler: And [[spoiler:And in true ''Franchise/MetalGear'' villain fashion, his death scene is [[AlasPoorVillain played for tragedy.]]]]
]]]]

[[AC:''WesternAnimation/MiraculousLadybug'']]
* ''WebComic/ScarletLady'' makes [[BitchInSheepsClothing Lila]] much more sympathetic. While she [[InSpiteOfANail still lies about]] [[CelebrityLie being besties with Paris' superheroine]] and tries to worm her way into Adrien's good graces, karma hits her hard and fast. Adrien isn't fooled by any of her efforts, confronting her about her claims... and then Scarlet Lady shows up and [[DisproportionateRetribution throws her into a fountain]], [[HumiliationConga humilating her]] in front of several of her classmates. Her subsequent discovery of just how much of a {{Nominal Hero}}ine Scarlet is -- and the cold she catches from being soaking wet in the middle of December -- helps further cement her as easier to empathize with while retaining her usual qualities.



* Pretty much the entire cast of ''Fanfic/EyesWithoutAFace''. There are only a few characters who can be chalked up as pure Woobies, but the majority of them do things that make it REALLY hard to like them. Special mentions to [[spoiler: Twilight Sparkle]], [[AntiHero Rose]], {{Cre|epyCrossdresser}}st, and [[EvilSoundsDeep Baritone]].
* [[TheCowl Mare]] [[TheStoic Do]] [[StalkerWithACrush Well]] from the ''WesternAnimation/MyLittlePonyFriendshipIsMagic'' fanfic ''Fanfic/{{The Games We Play|FriendshipIsMagic}}''. Not only is she devious, selfish, and manipulative, but she delights in [[MindGameShip messing with Rainbow Dash's head as much as possible.]] She's also a desperately insecure StepfordSmiler with NoSocialSkills who just wants Rainbow Dash to like her.
* Another example from an ''MLP:FIM'' fanfic: [[spoiler: Fluttercruel]] from the ''Fanfic/PonyPOVSeries''. She is most certainly a {{Jerkass}}, but that's not entirely her fault as [[spoiler:she was created by Discord and the only thing she came into existence knowing was how to be mean and cruel. Fluttershy manages to guide her from a complete {{Jerkass}} to a JerkWithAHeartOfGold (and in the BadFuture where this never happened, she apparently "grew up" into an outright monster). On top of that, due to how she came into being, she just sees herself as a "Fluttershy ripoff" and is ''physically'' incapable of having a life of her own, since, no matter what, she's just [[SharingABody sharing Fluttershy's body]] and looks identical to her. She doesn't even consider herself alive.]] Yes, she's a jerk, but it's impossible not to feel sympathy for the poor girl.

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* Pretty much the entire cast of ''Fanfic/EyesWithoutAFace''. There are only a few characters who can be chalked up as pure Woobies, but the majority of them do things that make it REALLY hard to like them. Special mentions to [[spoiler: Twilight [[spoiler:Twilight Sparkle]], [[AntiHero Rose]], {{Cre|epyCrossdresser}}st, and [[EvilSoundsDeep Baritone]].
* [[TheCowl Mare]] [[TheStoic Do]] [[StalkerWithACrush Well]] from the ''WesternAnimation/MyLittlePonyFriendshipIsMagic'' fanfic ''Fanfic/{{The Games We Play|FriendshipIsMagic}}''. Not only is she devious, selfish, and manipulative, but she delights in [[MindGameShip messing with Rainbow Dash's head as much as possible.]] possible]]. She's also a desperately insecure StepfordSmiler with NoSocialSkills who just wants Rainbow Dash to like her.
* Another example from an ''MLP:FIM'' fanfic: [[spoiler: Fluttercruel]] [[spoiler:Fluttercruel]] from the ''Fanfic/PonyPOVSeries''. She is most certainly a {{Jerkass}}, but that's not entirely her fault as [[spoiler:she was created by Discord and the only thing she came into existence knowing was how to be mean and cruel. Fluttershy manages to guide her from a complete {{Jerkass}} to a JerkWithAHeartOfGold (and in the BadFuture where this never happened, she apparently "grew up" into an outright monster). On top of that, due to how she came into being, she just sees herself as a "Fluttershy ripoff" and is ''physically'' incapable of having a life of her own, since, no matter what, she's just [[SharingABody sharing Fluttershy's body]] and looks identical to her. She doesn't even consider herself alive.]] alive]]. Yes, she's a jerk, but it's impossible not to feel sympathy for the poor girl.
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[[AC: Franchise/MetalGear]]
* Esau from ''{{Fanfic/Stray}}'', who could be described as Adamska's EvilCounterpart. He's a {{Tykebomb}} agent of the Patriots who initially comes across as a SmugSnake and does some rather cruel things in his efforts against the protagonists, but his back story is deeply unhappy. [[spoiler: And in true ''Franchise/MetalGear'' villain fashion, his death scene is [[AlasPoorVillain played for tragedy.]]]]
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* Orion Black from ''Fanfic/TheBlackSheepDogSeries'' is undeniably an arrogant, bigoted, and emotionally AbusiveParent who tries to coerce his firsborn into performing his duties as the heir to his family's estate, despite Sirius's staunch refusal to remain tied to his BigScrewedUpFamily's obligations and narrow-minded worldview--even resorting to blackmail his son to keep him in line. But he is not utterly [[TroubledAbuser unsympathetic]], given how he does [[HiddenHeartOfGold care (in his own way) about his wayward off-spring]], and that ''his'' own father is an even worse AbusiveParent, whose idea of disciplining his children includes insulting them and probably using physical force to make them obey (which is the one thing Orion never resorts to, despite Acturus's encouragement of it). Not to mention, for as much as Orion hurts his son, Sirius often returns to favour just as well. Even Dumbledore sympathizes with him, when a drunk and raving Orion recalls an earlier verbal battle with his son, where Sirius accuses his father of being a "spineless hypocrite with no principles", the morning after Orion managed to stop him from walking into a trap and thereby saving his life.

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* Orion Black from ''Fanfic/TheBlackSheepDogSeries'' is undeniably an arrogant, bigoted, and emotionally AbusiveParent who tries to coerce his firsborn into performing his duties as the heir to his family's estate, despite Sirius's staunch refusal to remain tied to his BigScrewedUpFamily's obligations and narrow-minded worldview--even resorting to blackmail his son to keep him in line. But he is not utterly [[TroubledAbuser unsympathetic]], given how he does [[HiddenHeartOfGold care (in his own way) about his wayward off-spring]], and that ''his'' own father is an even worse AbusiveParent, whose idea of disciplining his children includes insulting them and probably using physical force to make them obey (which is the one thing Orion never resorts to, despite Acturus's Arcturus's encouragement of it). Not to mention, for as much as Orion hurts his son, Sirius often returns to favour just as well. Even Dumbledore sympathizes with him, when a drunk and raving Orion recalls an earlier verbal battle with his son, where Sirius accuses his father of being a "spineless hypocrite with no principles", the morning after Orion managed to stop him from walking into a trap and thereby saving his life.
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None


* Orion Black from ''Fanfic/TheBlackSheepDogSeries'' is undeniably an arrogant, bigoted emotionally AbusiveParent who tries to coerce his firsborn into performing his duties as the heir to his family's estate, despite Sirius's staunch refusal to remain tied to his BigScrewedUpFamily's obligations and narrow-minded worldview--even resorting to blackmail his son to keep him in line. But he is not utterly [[TroubledAbuser unsympathetic]], given how he does [[HiddenHeartOfGold care (in his own way) about his wayward off-spring]], and that ''his'' own father is an even worse AbusiveParent, whose idea of disciplining his children includes insulting them and probably using physical force to make them obey (which is the one thing Orion never resorts to, despite Acturus's encouragement of it). Not to mention, for as much as Orion hurts his son, Sirius often returns to favour just as well. Even Dumbledore sympathizes with him, when Orion comes to him drunk and raving, about how a defiant Sirius openly wishes for his father's death, the morning after Orion managed to stop him from walking into a trap and thereby saving his life.

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* Orion Black from ''Fanfic/TheBlackSheepDogSeries'' is undeniably an arrogant, bigoted bigoted, and emotionally AbusiveParent who tries to coerce his firsborn into performing his duties as the heir to his family's estate, despite Sirius's staunch refusal to remain tied to his BigScrewedUpFamily's obligations and narrow-minded worldview--even resorting to blackmail his son to keep him in line. But he is not utterly [[TroubledAbuser unsympathetic]], given how he does [[HiddenHeartOfGold care (in his own way) about his wayward off-spring]], and that ''his'' own father is an even worse AbusiveParent, whose idea of disciplining his children includes insulting them and probably using physical force to make them obey (which is the one thing Orion never resorts to, despite Acturus's encouragement of it). Not to mention, for as much as Orion hurts his son, Sirius often returns to favour just as well. Even Dumbledore sympathizes with him, when Orion comes to him a drunk and raving, about how a defiant raving Orion recalls an earlier verbal battle with his son, where Sirius openly wishes for accuses his father's death, father of being a "spineless hypocrite with no principles", the morning after Orion managed to stop him from walking into a trap and thereby saving his life.
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* Orion Black from ''Fanfic/TheBlackSheepDogSeries'' is undeniably an arrogant, bigoted emotionally AbusiveParent who tries to coerce his firsborn into performing his duties as the heir to his family's estate, despite Sirius's staunch refusal to remain tied to his BigScrewedUpFamily's obligations and narrow-minded worldview--even resorting to blackmail his son to keep him in line. But he is not utterly [[TroubledAbuser unsympathetic]], given how he does [[HiddenHeartOfGold care (in his own way) about his wayward off-spring]], and that ''his'' own father is an even worse AbusiveParent, whose idea of disciplining his children includes insulting them and probably using physical force to make them obey (which is the one thing Orion never resorts to, despite Acturus's encouragement of it). Not to mention, for as much as Orion hurts his son, Sirius often returns to favour just as well. Even Dumbledore sympathizes with him, when Orion comes to him drunk and raving, about how a defiant Sirius openly wishes for his father's death, the morning after Orion managed to stop him from walking into a trap and thereby saving his life.
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* In ''Fanfic/TheRivalPrefectsTrilogy'', [[spoiler:after Thomas is turned into a statue, it's hard not to feel at least a little bit sorry for him. Until you remember what he did to Malcolm and how dismissive he was of the fact that Malcolm was nearly killed. Not to mention the fact that he did it right after thanking Malcolm for helping him to discover the "real Thomas". The same thing happens to Simon but he too can come across as an arrogant jerk at times]].

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* In ''Fanfic/TheRivalPrefectsTrilogy'', [[spoiler:after Thomas is turned into a statue, it's hard not to feel at least a little bit sorry for him. Until you remember what he did to Malcolm and how dismissive he was of the fact that Malcolm was nearly killed. Not to mention the fact that he did it right after thanking Malcolm for helping him to discover the "real Thomas". The same thing happens to Simon but he too can come across as an arrogant jerk at times]].
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[[AC: ''{{Disney/Frozen}}'']]

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[[AC: ''{{Disney/Frozen}}'']]''WesternAnimation/{{Frozen|2013}}'']]
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** In the sequel, ''Fanfic/SpectacularSeven'', Moondancer takes this role. She's a SpoiledBrat who believes herself to be the center of the universe, has a love for Twilight that becomes [[{{Yandere}} a horrible obsession]], and she constantly belittles Sunset. [[spoiler: Later in the story, she tries to kill Sunset and steal the souls of the other Humane Seven]]. However, her father neglected her, [[spoiler: her mother's soul was stolen by a corrupt sorceress. That same sorceress has forced her to work for her in order to get her mother's soul back]], and she does feel moments of guilt for lying and backstabbing her family members. [[spoiler: Her battle with Sunset has left her with brutal scars on her face still burn her, she's been placed under house arrest, and she has become more alone than ever]]. She comes across more as someone who needs counseling.
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* There's a mildly popular mythos that portrays [[JerkJock Bradley Uppercrust III]] as one. In these fanworks the reason that Bradley is such a bad guy is because he had [[MissingMom grown attached to his mother and then lost her]] and then had to live with his [[AbusiveParents physically and emotionally abusive father]] until he left for college. So he's given the family problems of both Max and PJ and has them taken UpToEleven. Several people have mentioned that the mythos makes them like Bradley, despite the fact he's not portrayed as any ''nicer'' than in canon.

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* There's a mildly popular mythos that portrays [[JerkJock Bradley Uppercrust III]] as one. In these fanworks the reason that Bradley is such a bad guy is because he had [[MissingMom grown attached to his mother and then lost her]] and then had to live with his [[AbusiveParents physically and emotionally abusive father]] until he left for college.college, apart from other issues. So he's given the family problems of both Max and PJ and has them taken UpToEleven. Several people have mentioned that the mythos makes them like Bradley, despite the fact he's not portrayed as any ''nicer'' than in canon.
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[[AC: ''VideoGame/KingdomHearts'']]

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[[AC: ''VideoGame/KingdomHearts'']]''Franchise/KingdomHearts'']]
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[[AC:''Disney/TheBlackCauldron'']]

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[[AC:''Disney/TheBlackCauldron'']][[AC:''WesternAnimation/TheBlackCauldron'']]
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* From ''Fanfic/MaimDeMaim'', Ryuuko Kiryuuin, as Mommy never quite raised her properly. Sure, she is (or was) kind of an asshole and she's done some pretty messed up things, however, it is clear that she's very much loved and misses her mother and wishes she could have stopped her from [[spoiler: going after the OLF]], along with the fact that she really hit hard with life, especially the revelations that [[spoiler: Satsuki]], the one she's fought and tried to kill at least more than once, is her sister, among other things. Unsurprisingly, as we learn in Ch. 22, [[spoiler: she's taken to DrowningHerSorrows]].

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* From ''Fanfic/MaimDeMaim'', Ryuuko Ryuko Kiryuuin, as Mommy never quite raised her properly. Sure, she is (or was) kind of an asshole and she's done some pretty messed up things, however, it is clear that she's very much loved and misses her mother and wishes she could have stopped her from [[spoiler: going after the OLF]], along with the fact that she really hit hard with life, especially the revelations that [[spoiler: Satsuki]], the one she's fought and tried to kill at least more than once, is her sister, among other things. Unsurprisingly, as we learn in Ch. 22, [[spoiler: she's taken to DrowningHerSorrows]].
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* In ''FanFic/PurpleDays'', Joffrey ''starts'' as the irredeemable idiot he was at the end of his canonical death... and then he dies, and dies, and keeps on dying. At first it's the kind of laughs everyone can get behind, considering his already extensive rapsheet, but very soon he begins cracking badly as every pillar of stability he's ever known breaks down, and begins routinely finding new and horrible ways to kill himself. BreakTheHaughty is in full effect, grinding Prince Shithead down until he can only hobble to Winterfell's godswood and desperately pray for either salvation or an end. [[CharacterDevelopment And then a chance comment by Ned Stark]] gives him [[TheEpic the tiniest of lights]]...

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* In ''FanFic/PurpleDays'', Joffrey ''starts'' as the irredeemable idiot he was at the end of his canonical death... and then he dies, and dies, and keeps on dying. At first it's the kind of laughs everyone can get behind, considering his already extensive rapsheet, but very soon he begins cracking badly as every pillar of stability he's ever known breaks down, down and every attempt to fix his life turns everything into an even more horrible mess, and begins routinely finding new and horrible ways to kill himself. BreakTheHaughty is in full effect, grinding Prince Shithead down until he can only hobble to Winterfell's godswood and desperately pray for either salvation or an end. [[CharacterDevelopment And then a chance comment by Ned Stark]] gives him [[TheEpic the tiniest of lights]]...
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* In ''FanFic/PurpleDays'', Joffrey ''starts'' as the irredeemable idiot he was at the end of his canonical death... and then he dies, and dies, and keeps on dying. At first it's the kind of laughs everyone can get behind, considering his already extensive rapsheet, but very soon he begins cracking badly as every pillar of stability he's ever known breaks down, and begins routinely finding new and horrible ways to kill himself. BreakTheHaughty is in full effect, grinding Prince Shithead down until he can only hobble to Winterfell's godswood and desperately pray for either salvation or an end. [[CharacterDevelopment And then a chance comment by Ned Stark gives him the tiniest of lights]]...

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* In ''FanFic/PurpleDays'', Joffrey ''starts'' as the irredeemable idiot he was at the end of his canonical death... and then he dies, and dies, and keeps on dying. At first it's the kind of laughs everyone can get behind, considering his already extensive rapsheet, but very soon he begins cracking badly as every pillar of stability he's ever known breaks down, and begins routinely finding new and horrible ways to kill himself. BreakTheHaughty is in full effect, grinding Prince Shithead down until he can only hobble to Winterfell's godswood and desperately pray for either salvation or an end. [[CharacterDevelopment And then a chance comment by Ned Stark Stark]] gives him [[TheEpic the tiniest of lights]]...
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* In ''FanFic/PurpleDays'', Joffrey ''starts'' as the irredeemable idiot he was at the end of his canonical death... and then he dies, and dies, and keeps on dying. At first it's the kind of laughs everyone can get behind, considering his already extensive rapsheet, but very soon he begins cracking badly as every pillar of stability he's ever known breaks down. BreakTheHaughty is in full effect, grinding Prince Shithead down until he can only hobble to Winterfell's godswood and desperately pray for either salvation or an end. [[CharacterDevelopment And then a chance comment by Ned Stark gives him the tiniest of lights]]...

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* In ''FanFic/PurpleDays'', Joffrey ''starts'' as the irredeemable idiot he was at the end of his canonical death... and then he dies, and dies, and keeps on dying. At first it's the kind of laughs everyone can get behind, considering his already extensive rapsheet, but very soon he begins cracking badly as every pillar of stability he's ever known breaks down.down, and begins routinely finding new and horrible ways to kill himself. BreakTheHaughty is in full effect, grinding Prince Shithead down until he can only hobble to Winterfell's godswood and desperately pray for either salvation or an end. [[CharacterDevelopment And then a chance comment by Ned Stark gives him the tiniest of lights]]...
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[[AC: ''Series/GameOfThrones'']]
* In ''FanFic/PurpleDays'', Joffrey ''starts'' as the irredeemable idiot he was at the end of his canonical death... and then he dies, and dies, and keeps on dying. At first it's the kind of laughs everyone can get behind, considering his already extensive rapsheet, but very soon he begins cracking badly as every pillar of stability he's ever known breaks down. BreakTheHaughty is in full effect, grinding Prince Shithead down until he can only hobble to Winterfell's godswood and desperately pray for either salvation or an end. [[CharacterDevelopment And then a chance comment by Ned Stark gives him the tiniest of lights]]...
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* ''Fanfic/EquestriaCivilWar'': Thunderbolt is a massive jerk who doesn't think anybody who pulls a HeelFaceTurn is being truthful, treats the Mane 6 like crap because he views their TurnTheOtherCheek philisophy as [[StupidGood foolishly naive]], and he uses RARA to create a WitchHunt against all former villains. However, it's hard to blame him for his staunch belief that all villains regardless of reformation need to pay for their crimes with TheReveal that [[spoiler: [[OutlivingOnesOffspring his daughter was murdered]] in the Changeling Invasion during the season two finale]].
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* In ''Fanfic/TheRivalPrefectsTrilogy'', [[spoiler:after Thomas is turned into a statue, it's hard not to feel at least a little bit sorry for him. Until you remember what he did to Malcolm and how dismissive he was of the fact that Malcolm was nearly killed. Not to mention the fact that he did it right after thanking Malcolm for helping him to discover the "real Thomas".]]

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* In ''Fanfic/TheRivalPrefectsTrilogy'', [[spoiler:after Thomas is turned into a statue, it's hard not to feel at least a little bit sorry for him. Until you remember what he did to Malcolm and how dismissive he was of the fact that Malcolm was nearly killed. Not to mention the fact that he did it right after thanking Malcolm for helping him to discover the "real Thomas".]]
The same thing happens to Simon but he too can come across as an arrogant jerk at times]].
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* Three in Story/AesirCrossWars:

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* Three in Story/AesirCrossWars:''Literature/AesirCrossWars'': Three:
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Unapproved entries removed, if anyone wishes to add these back, please use teh woobie cleanup thread.


[[AC:''WesternAnimation/TotalDrama'']]
* ''Fanfic/MonsterChronicles'': Alejandro and Duncan.
** Alejandro. Like in canon he's a lying, back-stabbing snake, who charms everyone he comes across to further his own placing in the game, and votes them out once they have been lulled into a false sense of security. However, he is the first onscreen victim of Cedric, who tortures him to near death before stealing his soul. Even when he is revived after Cedric's defeat, the sequel revals that the experience left a permanent scar on his face. Furthermore, he is seriously traumatized by the events of the previous story, wanting nothing to do with the game and having become a paranoid, jumpy shell of his former self.
** Much like in canon, Duncan went from a JerkWithAHeartOfGold to a complete {{Jerkass}} when he cheated on his girlfriend with their mutual friend. While their relationship was unhealthy, and Duncan was not completely wrong wanting to get out of it, he was ultimately remorseless for the damage he caused. And when a dangerous SerialKiller entered the game, Duncan was more concerned with his bad boy image than anything else. However, one can sympathize with the trauma Duncan when through when tormented by Cedric, who he was forced to work for and who harshly calls him out on his actions. Even when Duncan realizes how dumb he'd been acting and decides to stand up to Cedric, it only gets him tortured and almost killed. Then we see Duncan's past in juvie with Cedric, including when he killed his best friend and nearly killed him soon after.
* ''Fanfic/UnbreakableRedSilkenThread'': Gwen and Heather; the first doesn't take responsibility of her own mistakes and is more than ready to snap at anyone trying to point this out, and the later is... well, [[JerkAss Heather]]. They also have very sad backgrounds, with Gwen being disowned by her mother and being trapped in an abusive relationship, and Heather coming from a terrible household.

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* ''Fanfic/MonsterChronicles''
Alejandro and Duncan.

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* ''Fanfic/MonsterChronicles''
''Fanfic/MonsterChronicles'': Alejandro and Duncan.
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[[AC:''WesternAnimation/TotalDrama'']]
* ''Fanfic/MonsterChronicles''
Alejandro and Duncan.
** Alejandro. Like in canon he's a lying, back-stabbing snake, who charms everyone he comes across to further his own placing in the game, and votes them out once they have been lulled into a false sense of security. However, he is the first onscreen victim of Cedric, who tortures him to near death before stealing his soul. Even when he is revived after Cedric's defeat, the sequel revals that the experience left a permanent scar on his face. Furthermore, he is seriously traumatized by the events of the previous story, wanting nothing to do with the game and having become a paranoid, jumpy shell of his former self.
** Much like in canon, Duncan went from a JerkWithAHeartOfGold to a complete {{Jerkass}} when he cheated on his girlfriend with their mutual friend. While their relationship was unhealthy, and Duncan was not completely wrong wanting to get out of it, he was ultimately remorseless for the damage he caused. And when a dangerous SerialKiller entered the game, Duncan was more concerned with his bad boy image than anything else. However, one can sympathize with the trauma Duncan when through when tormented by Cedric, who he was forced to work for and who harshly calls him out on his actions. Even when Duncan realizes how dumb he'd been acting and decides to stand up to Cedric, it only gets him tortured and almost killed. Then we see Duncan's past in juvie with Cedric, including when he killed his best friend and nearly killed him soon after.
* ''Fanfic/UnbreakableRedSilkenThread'': Gwen and Heather; the first doesn't take responsibility of her own mistakes and is more than ready to snap at anyone trying to point this out, and the later is... well, [[JerkAss Heather]]. They also have very sad backgrounds, with Gwen being disowned by her mother and being trapped in an abusive relationship, and Heather coming from a terrible household.
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%%Good Evening Editors, If you wish to add more woobies, please consult the cleanup thread: https://tvtropes.org/pmwiki/posts.php?discussion=15391212720A38366900&page=1
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%%If you see a character listed as a Complete Monster, they don't belong here.
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* Finding out that Ragyou, in the AlternateUniverseFic ''Fanfic/CellerSecrets'' was [[spoiler: mentally ill]] casts a more sympathetic light on her actions but it doesn't excuse them.

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* Finding out that Ragyou, in the AlternateUniverseFic ''Fanfic/CellerSecrets'' ''Fanfic/CellarSecrets'' was [[spoiler: mentally ill]] casts a more sympathetic light on her actions but it doesn't excuse them.

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[[AC:''Anime/KillLaKill'']]
*Finding out that Ragyou, in the AlternateUniverseFic ''Fanfic/CellerSecrets'' was [[spoiler: mentally ill]] casts a more sympathetic light on her actions but it doesn't excuse them.
* From ''Fanfic/MaimDeMaim'', Ryuuko Kiryuuin, as Mommy never quite raised her properly. Sure, she is (or was) kind of an asshole and she's done some pretty messed up things, however, it is clear that she's very much loved and misses her mother and wishes she could have stopped her from [[spoiler: going after the OLF]], along with the fact that she really hit hard with life, especially the revelations that [[spoiler: Satsuki]], the one she's fought and tried to kill at least more than once, is her sister, among other things. Unsurprisingly, as we learn in Ch. 22, [[spoiler: she's taken to DrowningHerSorrows]].

[[AC: ''VideoGame/KingdomHearts'']]
* Angel, from the AU Roleplayverse [[http://otherborn.proboards.com Otherborn]], is a half-demon who physically, mentally, and emotionally abuses his charge, Namine, who he claims to be in love with. In fact, he's come close to pushing her over the DespairEventHorizon more than once. Things went downhill when he was revealed to have killed his best friend in a jealous rage over the girl they both liked. And then... well, then the author started writing oneshots and revealed that Angel was, actually, so completely broken by this event that he literally went crazy. Namine was the only person who could put him back together again, but the damage done to his psyche was so immense that his demonic instincts began to take over, turning him into the Jerkass he is today. To the point where when Namine's abusive parents kidnap her back to their mansion, Angel goes into a catatonic state where the only thing he is capable of forming into a coherent thought is that he ''wants to die.'' The poor guy just [[TheWoobie seriously needs a hug]].



[[AC:Vocaloid]]

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[[AC:Vocaloid]][[AC:{{Music/Vocaloid}}]]



* Angel, from the AU Roleplayverse [[http://otherborn.proboards.com Otherborn]], is a half-demon who physically, mentally, and emotionally abuses his charge, Namine, who he claims to be in love with. In fact, he's come close to pushing her over the DespairEventHorizon more than once. Things went downhill when he was revealed to have killed his best friend in a jealous rage over the girl they both liked. And then... well, then the author started writing oneshots and revealed that Angel was, actually, so completely broken by this event that he literally went crazy. Namine was the only person who could put him back together again, but the damage done to his psyche was so immense that his demonic instincts began to take over, turning him into the Jerkass he is today. To the point where when Namine's abusive parents kidnap her back to their mansion, Angel goes into a catatonic state where the only thing he is capable of forming into a coherent thought is that he ''wants to die.'' The poor guy just [[TheWoobie seriously needs a hug]].



* From ''Fanfic/MaimDeMaim'', Ryuuko Kiryuuin, as Mommy never quite raised her properly. Sure, she is (or was) kind of an asshole and she's done some pretty messed up things, however, it is clear that she's very much loved and misses her mother and wishes she could have stopped her from [[spoiler: going after the OLF]], along with the fact that she really hit hard with life, especially the revelations that [[spoiler: Satsuki]], the one she's fought and tried to kill at least more than once, is her sister, among other things. Unsurprisingly, as we learn in Ch. 22, [[spoiler: she's taken to DrowningHerSorrows]].
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* In ''Fanfic/TheRivalPrefectsTrilogy'', [[spoiler:after Thomas is turned into a statue, it's hard not to feel at least a little bit sorry for him. Until you remember what he did to Malcolm and how dismissive he was of the fact that Malcolm was nearly killed.]]

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* In ''Fanfic/TheRivalPrefectsTrilogy'', [[spoiler:after Thomas is turned into a statue, it's hard not to feel at least a little bit sorry for him. Until you remember what he did to Malcolm and how dismissive he was of the fact that Malcolm was nearly killed. Not to mention the fact that he did it right after thanking Malcolm for helping him to discover the "real Thomas".]]
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to:

* In ''Fanfic/TheRivalPrefectsTrilogy'', [[spoiler:after Thomas is turned into a statue, it's hard not to feel at least a little bit sorry for him. Until you remember what he did to Malcolm and how dismissive he was of the fact that Malcolm was nearly killed.]]
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* The ''FanFic/BrideOfDiscord'' version of Discord. True, he's a selfish {{Jerkass}} who enjoys causing chaos at other ponies' expense for his own amusement, but he was also orphaned and left as the LastOfHisKind at a young age, was [[AllOfTheOtherReindeer ridiculed by ponies for his bizarre appearance]] and driven into becoming recluse living out in a cave, where he spent the rest of his childhood and who knows how much of his adult life without social interaction, then Princess Celestia becomes the first pony to ''ever'' show him any kind of compassion and offers him a place in pony society in exchange for him using his [[RealityWarper incredible powers]] to help other, only to snap at him when his idea of "helping others" doesn't line up with her own. [[StartOfDarkness He did not take that well]]...

to:

* The ''FanFic/BrideOfDiscord'' version of Discord. True, he's a selfish {{Jerkass}} who enjoys causing chaos at other ponies' expense for his own amusement, but he was also orphaned and left as the LastOfHisKind at a young age, was [[AllOfTheOtherReindeer ridiculed by ponies for his bizarre appearance]] and driven into becoming a recluse living out in a cave, where he spent the rest of his childhood and who knows how much of his adult life without social interaction, then Princess Celestia becomes the first pony to ''ever'' show him any kind of compassion and offers him a place in pony society in exchange for him using his [[RealityWarper incredible powers]] to help other, only to snap at him when his idea of "helping others" doesn't line up with her own. [[StartOfDarkness He did not take that well]]...
Is there an issue? Send a MessageReason:
None


* The ''FanFic/BrideOfDiscord'' version of Discord. True, he's a selfish {{Jerkass}} who enjoys causing chaos at other ponies' expense for his own amusement, but he was also orphaned and left as the LastOfHisKind at a young age, was [[AllOfTheOtherReindeer ridiculed by ponies for his bizarre appearance]] and driven into becoming recluse living out in a cave, where he spent the rest of his childhood and who knows how much of his adult life without social interaction, then Princess Celestia becomes the first pony to ''ever'' show him any kind of compassion and offers him a place in pony society in exchange for him using his [{RealityWarper incredible powers]] to help other, only to snap at him when his idea of "helping others" doesn't line up with her own. [[StartOfDarkness He did not take that well]]...

to:

* The ''FanFic/BrideOfDiscord'' version of Discord. True, he's a selfish {{Jerkass}} who enjoys causing chaos at other ponies' expense for his own amusement, but he was also orphaned and left as the LastOfHisKind at a young age, was [[AllOfTheOtherReindeer ridiculed by ponies for his bizarre appearance]] and driven into becoming recluse living out in a cave, where he spent the rest of his childhood and who knows how much of his adult life without social interaction, then Princess Celestia becomes the first pony to ''ever'' show him any kind of compassion and offers him a place in pony society in exchange for him using his [{RealityWarper [[RealityWarper incredible powers]] to help other, only to snap at him when his idea of "helping others" doesn't line up with her own. [[StartOfDarkness He did not take that well]]...

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