History JerkassWoobie / FanWorks

* [[TheCowl Mare]] [[TheStoic Do]] [[StalkerWithACrush Well]] from the WesternAnimation/MyLittlePonyFriendshipIsMagic fanfic [[MLPTheGamesWePlay The Games We Play.]] 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.
* [[spoiler: [[WesternAnimation/MyLittlePonyFriendshipIsMagic 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.

* Pretty much the entire cast of ''[[Fanfic/EyesWithoutAFace Eyes Without A Face]]''. 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: [[CompleteMonster Twilight Sparkle]]]], [[AntiHero Rose]], [[VillainousCrossdresser Crest]], and [[EvilSoundsDeep Baritone]].

* [[spoiler: [[WesternAnimation/MyLittlePonyFriendshipIsMagic 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 CompleteMonster). 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.

[[AC:''{{Digimon}}'']]

* In the ''{{Literature/Twilight}}'' fanfiction [[FanFic/TheNotSoShortSecondLifeOfBreeTanner The (Not So) Short Second Life of Bree Tanner]] and its companion piece ''Ashes through an Hourglass'', the offered back story of the Volturi's evil twin enforcers, Alec and Jane, helps rationalize their monstrous personalities in ways that elicit understanding and pity from the readers without undermining their sinister deeds. This more applies to Alec, though, since he has been featured far more than Jane and has demonstrated occasionally redeeming qualities through an amoral lens.
* Another ''{{Literature/Twilight}}'' fanfiction: ''{{Fanfic/Luminosity}}''.
** Allirea is at best amoral ForScience, and once sent a five-year-old to be tortured. She also has a personality-based power that allows her to hide and a StalkerWithACrush who [[DomesticAbuse regularly kidnaps her]]. And, since powers are personality-based, that means that what Allirea probably wants the most is some time by herself.
** Chelsea is a {{Mind Rap|e}}ist, and screws up people's relationships regularly. She also has a desperate need to be loved, to the point that anyone she passes who doesn't love her [[WhyDidItHaveToBe disturbs her]].
* Shatterstorm from [[Fanfic/MyLittleCastlevania My Little Castlevania]]. He comes off as such a punk to begin with, that when [[spoiler: he gets MindRape by Death]], you... kinda feel sorry for him.
-->[[AbusiveParents "No, Momma... Please, don't... Don't, don't do it again, Momma..."]]
* Dawn Schafer from the ''BabySittersClub'' fanfic ''When Forever Wasn't Enough''. She starts out as the closest thing to an AlphaBitch the story has, attempts to further drive the already-existing wedge between the former BSC members, and is incredibly self-absorbed the point where [[spoiler: she neglects Stacey's growing depression and accuses ''her'' of being the self-absorbed one.]] However, she is also shown to be struggling with self-esteem issues, and longs to go back to California where she feels she belongs. But the part where this trope ''really'' kicks in? [[spoiler: After Stacey's suicide, Dawn is so devestated that she takes her grief out on the other girls and accuses ''them'' of not being there when Stacey needed her [[{{Hypocrite}} (pot, kettle; kettle, pot)]]. While she continues to go through the stages of grief, she grows more rebellious and refuses to acknowledge that she wasn't there when Stacey needed her...until the girls start reading each suicide note Stacey addressed to them, and Dawn realizes that ''she'' wasn't there for Stacey when she needed her, which drives her to tears.]]
* ''ThePenguinsOfMadagascar'' fanfic ''Princess'' shows Julien with a bit of this. He's still his usual ditzy egotistical self, but he's going through a ''lot''. [[spoiler:He's {{Transsexual}}, and nobody around him knows enough about the condition to think of it as a legitimate problem.]]

* 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.]]
* In Fanfic/ConnectingTheDots, Sasuke spends the first half of the fic with one foot over the MoralEventHorizon, but after an [[EyeScream unfortunate encounter]] with Kyuubi-Naruto, gets a visit from TheSpectre who gives him an epic TheReasonYouSuckSpeech and then [[BroughtDownToNormal strips him of his chakra]]...In the middle of ''[[WretchedHive GothamCity]]''. [[HumiliationConga No prizes]] [[BreakTheHaughty for guessing what happens next]].
* [[DarthWiki/NewDawn New Dawn]]: Shuuji Muzoku / Kazeshima. Emotionally reclusive, a bully early on, and does not really say much when him saying something might help. [[spoiler: And he was abused to an utterly horrifying degree by his father, went through CloningBlues due to that bastard The Seer, learned the sister he is trying to save might not even exist, [[HeroicBSOD goes temporarily crazy and utterly shuts down, only concentrating on whatever is the biggest threat this week.]]]]
** Queen Anathema herself. The BigBad, yeah, but what she wants is [[spoiler: to just make a Utopia, and she has forgotten the costs of this due to grief at her lover's passing, she had to kill her own best friend when he turned against her and tried to shoot her numerous times, calling her a wretched villain for what she did. All she wants is love. Not to mention she is being manipulated by nearly everyone around her, even her most loyal man has betrayed her in the backstory, leading to a violent persona taking over and trying to rule through fear.]]
** [[CombatSadomasochist Shira]]. [[spoiler: Raised as a girl to demean him by his psychotically misogynistic father, his mother was always out drinking and when she was home, she and his father always fought and ripped and tore at one another with their bare hands, leading to Shira getting a [[LoveHurts pretty nasty idea]] about what love really is. And when he came out as bisexual...it only got worse. Both his parents tried to drown him in a lake, while saying, "We love you too much to let you grow up a faggot." His discovery of his spell core in that very lake resulted in him accidentally killing both of them...and being psychotically devoted to killing, because otherwise he thinks they'd emerge from the lake as ghouls.]]
** [[HumanoidAbomination Rai-Dei Kurai]]. Yeah, he is basically Slenderman or something, annihilating almost everyone who knows about him. [[spoiler: This is because he was not always an abomination. He was once a man, but was badly distorted by Stagnant Mana he tried to use to defend his mother and little brother from a murderous mob during the medieval times, as they were thought to be witches. He was haunted by the voices of those who died in the ensuing chaos of his ascent to OneWingedAngel, and wants to believe all the evil in the world can be traced back to him. He believes that the entire world, so inundated with evil due to him, needs to be purged, and is so crazy its no wonder he and [[WoobieDestroyerOfWorlds Katherine Daille]] got along so well. He actually started to revert to a normality, but when Katherine was abused more fiercely, he felt that he could not fail a loved one again...]]
* [[TheCowl Mare]] [[TheStoic Do]] [[StalkerWithACrush Well]] from the WesternAnimation/MyLittlePonyFriendshipIsMagic fanfic [[MLPTheGamesWePlay The Games We Play.]] 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.
* [[Manga/DeathNote Light]] in ''FanFic/ACureForLove''. [[AwLookTheyReallyDoLoveEachOther He really does care deeply for]] [[MoralityPet L]] [[SlashFic and loves him very much]] [[MasochismTango but things just aren't working out too well for them]] because Light is a [[SanityHasAdvantages crazy]] [[WellIntentionedExtremist mass-murderer]] who wants to be [[AGodAmI God]]. Misa as well- she too is very much in love but her affections for Light are not returned [[spoiler: and he ultimately betrays and killed her before she can kill L.]] Also [[spoiler: [[OriginalCharacter V]] after learning her [[FreudianExcuse tragic backstory]]]]. And then there's Mello who is a JerkAss but then [[spoiler: [[TraumaCongaLine his mother and his boyfriend are killed on the same day.]]]]
* Karkat, Vriska, and Eridan in the {{Homestuck}} AU ''Fanfic/{{Brainbent}}''. Karkat is a self-loathing mass of emotional turmoil and anger management issues. Eridan can be kind of creepy, but he seems to be a terribly lonely person, and there's something kind of endearingly pathetic about how darn [[GiftedlyBad awful]] his amateur fiction is. Vriska is a histrionic troublemaker (the "spread rumors that can ruin lives" kind, not the endearing-prankster kind), but her past was genuinely awful, and she has a ''lot'' of emotional problems under her badass facade.
* Pretty much the entire cast of [[Fanfic/EyesWithoutAFace Eyes Without A Face]]. 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: [[CompleteMonster Twilight Sparkle]]]], [[AntiHero Rose]], [[VillainousCrossdresser Crest]], and [[EvilSoundsDeep Baritone]].

* The AxisPowersHetalia doujinshi "From the New World with Love" has this spin on America. Starting out as normal and shocked by the loss of England [[spoiler:or so he thinks]], he decides "there is nothing left in Europe" for him, so after George Washington makes him promise to stay on his continent, he easily focuses on going westward. Then, inevitably, he reaches the Pacific and during World War One, he gets a letter from "Britannia", telling him there's no need to help out... which America interprets as a plea of help, understandably, given that it's written (or at least signed) in ''blood''. Then he crosses the Atlantic... and things go downhill ''very quickly''. So much, that by the time World War Two comes around, he's ready to [[spoiler:let "Britannia"/England DIE, that is, if America gets the Hegemony from him. He takes the Hegemony all right... right from England's body.]] While saying that now that America took over England's duties as a superpower, England will have less work to do, and asks England to "come home". [[spoiler:While he, or at least the monster inside his body, is tearing England apart, the real America seems to be in a dark limbo, desperately trying to call for England and find the way back.]] With much help from America, England wakes up from his coma in about the Eighties... but America is still LonelyAtTheTop and he knows that what happened to England, can/will happen to someone else in the future, [[spoiler:because his body can't contain the monster forever.]]

* The AxisPowersHetalia doujinshi "From the New World with Love" has this spin on America. Starting out as normal and shocked by the loss of England [[spoiler:or so he thinks]], he decides "there is nothing left in Europe" for him, so after George Washington makes him promise to stay on his continent, he easily focuses on going westward. Then, inevitably, he reaches the Pacific and during World War One, he gets a letter from "Britannia", telling him there's no need to help out... which America interprets as a plea of help, understandably, given that it's written (or at least signed) in ''blood''. Then he crosses the Atlantic... and things go downhill ''very quickly''. So much, that by the time World War Two comes around, he's ready to [[spoiler:let "Britannia"/England DIE, that is, if America gets the Hegemony from him. He takes the Hegemony all right... right from England's body.]] While saying that now that America took over England's duties as a superpower, England will have less work to do, and asks England to "come home". [[spoier:While he, or at least the monster inside his body, is tearing England apart, the real America seems to be in a dark limbo, desperately trying to call for England and find the way back. Cue HeroicBSOD when he sees what he did to England.]] With much help from America, England wakes up from his coma in about the Eighties... but America is still LonelyAtTheTop and he knows that what happened to England, can/will happen to someone else in the future, [[spoiler:because his body can't contain the monster forever.]]

* The AxisPowersHetalia doujinshi "From the New World with Love" has this spin on America. Starting out as normal and shocked by the loss of England [[spoiler: or so he thinks]], he decides "there is nothing left in Europe" for him, so after George Washington makes him promise to stay on his continent, he easily focuses on going westward. Then, inevitably, he reaches the Pacific and during World War One, he gets a letter from "Britannia", telling him there's no need to help out... which America interprets as a plea of help, understandably, given that it's written (or at least signed) in ''blood''. Then he crosses the Atlantic... and things go downhill ''very quickly''. So much, that by the time World War Two comes around, he's ready to [[spoiler: let "Britannia/England DIE, that is, if America gets the Hegemony from him. He takes the Hegemony all right... right from England's body.]] While saying that now that America took over England's duties as a superpower, England will have less work to do, and asks England to "come home". While he [[spoier: or at least the monster inside his body is tearing England apart, the real America seems to be in a dark limbo, desperately trying to call for England and find the way back. Cue HeroicBSOD when he sees what he did to England.]] With much help from America, England wakes up from his coma in about the Eighties... but America is still LonelyAtTheTop and he knows that what happened to England, can/will happen to someone else in the future, [[spoiler: because his body can't contain the monster forever.]]

* Shatterstorm from [[Fanfic/MyLittleCastlevania]]. He comes off as such a punk to begin with, that when [[spoiler: he gets MindRape by Death]], you... kinda feel sorry for him.
->[[AbusiveParents "No, Momma... Please, don't... Please, don't do it again, Momma..."]]

* 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: [[CompleteMonster Twilight Sparkle]]]], [[AntiHero Rose]], [[VillainousCrossdresser Crest]], and [[EvilSoundsDeep Baritone]].

* 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, and the general reaction to this was to declare him a CompleteMonster. 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.]]

* [[DarthWiki/NewDawn New Dawn]]: Shuuji Muzoku / Kazeshima. Emotionally reclusive, a bully early on, and does not really say much when him saying something might help. [[spoiler: And he was abused to an utterly horrifying degree by his [[CompleteMonster father]], went through CloningBlues due to that bastard The Seer, learned the sister he is trying to save might not even exist, [[HeroicBSOD goes temporarily crazy and utterly shuts down, only concentrating on whatever is the biggest threat this week.]]]]

* 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, and the general reaction to this was to declare him a CompleteMonster. ItGotWorse 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.]]

* The Green Goblin from ''ImAMarvelAndImADC''. The poor guy is always getting beaten up (even though this is PlayedForLaughs) and the object of his affection is hopelessly devoted to her abusive boyfriend (the Joker). Of course, he ''does'' treat his son like garbage.

* [[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 CompleteMonster). 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.]]

* [[DarthWiki/NewDawn]]: Shuuji Muzoku / Kazeshima. Emotionally reclusive, a bully early on, and does not really say much when him saying something might help. [[spoiler: And he was abused to an utterly horrifying degree by his [[CompleteMonster father]], went through CloningBlues due to that bastard The Seer, learned the sister he is trying to save might not even exist, [[HeroicBSOD goes temporarily crazy and utterly shuts down, only concentrating on whatever is the biggest threat this week.]]]]

* [[Manga/DeathNote Light]] in ''FanFic/ACureForLove''. [[AwLookTheyReallyDoLoveEachOther He really does care deeply for]] [[MoralityPet L]] [[SlashFic and loves him very much]] [[MasochismTango but things just aren't working out too well for them]] because Light is a [[SanityHasAdvantages crazy]] [[WellIntentionedExtremist mass-murderer]] who wants to be [[AGodAmI God]]. Misa as well- she too is very much in love but her affections for Light are not returned [[spoiler: and he ultimately betrays and killed her before she can kill L.]] Also [[spoiler: [[OriginalCharacter V]] after learning her [[FreudianExcuse tragic backstory]]]].

* [[spoiler: Rika Nonaka]] from the ''FanFic/TamersForeverSeries''. ''Oh dear god'', '''''RIKA'''''!! She is self-centered and mean, with an outrageous competitive streak. But it is '''''physically impossible''''' to read ''Silent Sorrow'' and not have your heart ache for her after seeing what the author puts her through.

* [[spoiler: Rika Nonaka]] from the ''FanFic/TamersForeverSeries''. [[spoiler:Her abandonment by her father was so heartbreaking for her that it made her almost completely unable to connect with anyone.]]

* [[TheCowl Mare]] [[TheStoic Do]] [[StalkerWithACrush Well]] from the MyLittlePonyFriendshipIsMagic fanfic [[MLPTheGamesWePlay The Games We Play.]] 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.