History JerkassWoobie / WebOriginal

* Bitey of ''{{Brackenwood}}'' is a complete ass, going out of his way to ruin the day for Brackenwood's other creatures. It is eventually revealed that he acts out of jealousy. He can't stand seeing other creatures happy with their kin, and being the {{last of his kind}} compounds this jealousy.

* The ''Franchise/{{Neopets}}'' character Sophie the Swamp Witch is a GrumpyBear SolitarySorceress, ready to cast spells on any who dare enter her shack and bother her. [[BreakTheCutie Her backstory]] explains why she is the way she is. When she was a little girl, her brother unwittingly brought a curse upon their hometown, which caused all the inhabitants (except her) to mutate into horrific monsters. She was forced to flee into the woods to escape an angry mob, was separated from her family, and lived in isolation for years afterward, all the while desperately trying to come up with a way to break the curse of the town.

* From ''WebVideo/UltraFastPony'', Rainbow Dash. She has an obnoxious personality and likes to gloat about breaking other ponies' stuff. ("Like, OMC, I totally wrecked your house, and I'm not even gonna apologize!") She's also treated like crap by the other ponies, who very far from being saints themselves, and she is an orphan with a HilariouslyAbusiveChildhood, and she wants a real family more than anything else. [[LampshadeHanging Other characters even note]] that they're (briefly) torn over how to feel towards Dash:

** Twilight is an arrogant {{know nothing know it all}} {{jerkass}}, who looks down on other ponies, who she considers ignorant and [[AbusiveParent abuses her adopted son/slave Spike]]. But, she also has the unfortunate "honor" of being mentored by [[DepravedBisexual Cel]][[BadBoss estia]], who is very heavily implied to have ''molested'' her and later banishes her to a town full of ponies who hate her to the point of having no problem casually insulting her to her face, despite the fact that she [[UngratefulBastard saved the world]] and them '''multiple times''' for jack-squat in return and to top it off, she often has to be the [[OnlySaneMan only sane mare]] in world full of crazy jerks.

* From ''WebVideo/UltraFastPony'', Rainbow Dash. She has an obnoxious personality and likes to gloat about breaking other ponies' stuff. ("Like, OMC, I totally wrecked your house, and I'm not even gonna apologize!") She's also treated like crap by the other ponies, who not exactly saints themselves, and she is an orphan with a HilariouslyAbusiveChildhood, and she wants a real family more than anything else. [[LampshadeHanging Other characters even note]] that they're (briefly) torn over how to feel towards Dash:

** Twilight is an arrogant {{know nothing know it all}} {{jerkass}}, who looks down on other ponies, who she considers ignorant and [[AbusiveParent abuses her adopted son/slave Spike]]. But, she also has the unfortunate "honor" of being mentored by [[DepravedBisexual Cel]][[Ax-Crazy est]][[BadBoss ia]], who banishes her to a town full of ponies who hate her to the point of having no problem casually insulting her to her face, despite the fact that she '''[[UngratefulBastard saved the world]]''' multiple times and to top it off, she often has to be the [[OnlySaneMan only sane mare]] in world full of crazy jerks.

* ''[[WebVideo/MyLittlePonyTheMentallyAdvancedSeries The Mentally Advanced Series]]'' version of Twilight, doesn't exactly have things much better. She is a [[FantasticRacism bigoted]], condescending, cynical, alcoholic, jerk, who often treats her adopted brother Spike like her own personnel slave and often treats her "friends" with a mixture of contempt and annoyance, often not even trying to actually bond with them, as she's supposed. But, she was also raised by '''[[TheCaligula Celestia]]''' and spent her childhood going through everything from [[HilariouslyAbusiveChildhood having her prized stuffed bumblebee torn open to being forced to dissect a dog, because she told Celestia she wanted a puppy.]] This is not only implied to be what molded her into the pony she is today, but has also left her so emotionally scared that she has a complete mental breakdown anytime she even thinks she might of let Celestia down and at one point breaks down ''crying'' after recounting the stories behind the above experiences, before asking her friends if they have any whiskey.. or paint thinner. And that's not even getting into the fact that she is the [[OnlySaneMan only sane mare]] in a land full of {{jerk ass}}es and at times seems to be the only that even slightly cares about making better future.

** Twilight is an arrogant {{no nothing know it all}} {{jerkass}}, who looks down on other ponies, who she considers ignorant and [[AbusiveParent abuses her adopted son/slave Spike]]. But, she also has the unfortunate "honor" of being mentored by [[DepravedBisexual Cel]][[Ax-Crazy est]][[BadBoss ia]], who banishes her to a town full of ponies who hate her to the point of having no problem casually insulting her to her face, despite the fact that she '''[[UngratefulBastard saved the world]]''' multiple times and to top it off, she often has to be the [[OnlySaneMan only sane mare]] in world full of crazy jerks.

* From ''WebVideo/UltraFastPony'', Rainbow Dash. She has an obnoxious personality and likes to gloat about breaking other ponies' stuff. ("Like, OMC, I totally wrecked your house, and I'm not even gonna apologize!") She's also an orphan with a HilariouslyAbusiveChildhood, and she wants a real family more than anything else. [[LampshadeHanging Other characters even note]] that they're (briefly) torn over how to feel towards Dash:

* The ''Franchise/{{Neopets}}'' character Sophie the Swamp Witch is a GrumpyBear SolitarySorceress, ready to cast spells on any who dare enter her shack and bother her. [[BreakTheCutie Her backstory]] explains why she is the way she is. When she was a little girl, her brother unwittingly brought a curse upon their hometown, which caused all the inhabitants (save her) to mutate into horrific monsters. She was forced to flee into the woods to escape an angry mob. She was separated from her family and lived in isolation for years afterward, all the while desperately trying to come up with a way to break the curse of the town.

* The ''Franchise/{{Neopets}}'' character Sophie the Swamp Witch is a GrumpyBear SolitarySorceress, ready to cast spells on any who dare enter her shack and bother her. [[BreakTheCutie Her backstory]] explains why she is the way she is. When she was a little girl, her brother unwittingly brought a curse upon their hometown, and she was forced to flee into the woods to escape an angry mob. She was separated from her family and lived in isolation for years afterward, all the while desperately trying to come up with a way to break the curse of the town.

* The ''Franchise/{{Neopets}}'' character Sophie the Swamp Witch is a GrumpyBear SolitarySorceress. [[BreakTheCutie Her backstory]] explains why she is the way she is. When she was a little girl, her brother unwittingly brought a curse upon their hometown, and she was forced to flee into the woods to escape an angry mob. She was separated from her family and lived in isolation for years afterward, all the while desperately trying to come up with a way to break the curse of the town.

* Kirito from WebVideo/SwordArtOnlineAbridged is possibly the worst person in the universe. He goes on a case about a group murder... to prove he was right about a game mechanic. Instead of helping people fight Sheeptar [note] Who can climb walls and spit acid [/note] he sits around [note] accidentally [/note] getting high. He also had his entire guild slaughtered [note] except for one, whom he kills later out of revenge for abandoning them [/note] and suffers from HeroicBSOD afterwards, which turns into having a trigger word [note] "(Not) your fault" [/note] that makes him help people. He also cries like a baby whenever someone went through a similar situation.

* Both Zaboo and Bladezz from ''TheGuild''. The first is a StalkerWithACrush who's just so naive and well-meaning that Codex can't figure out whether she wants to ignominiously boot him out of her life or hug him. The second is a {{troll}} and a bit of a {{Jerkass}}, but he spends much of season 3 having incredibly nasty stuff happen to him.

* Bowser Junior from ''{{WebVideo/SuperMarioLogan}}'' Sure, he's a bratty jerkass,[[AbusiveParents But his mom abandoned him, his dad acts like he never existed and loves a TV show more than him.]] Junior was also traumatized at military school and he sounded like he wanted to commit suicide. Bare in mind, in the series chronology, Junior is 7 years old when this all happens!! [[TearJerker Poor Kid......]]

* Bowser Junior from ''{{WebVideo/SuperMarioLogan}}'' Sure, he's a bratty jerkass, But his mom abandoned him, his dad acts like he never existed and loves a TV show more than him. Junior was also traumatized at military school and he sounded like he wanted to commit suicide. Bare in mind, in the series chronology, Junior is 7 years old when this all happens!! [[TearJerker Poor kid......]]

* Bowser Junior from ''{{WebVideo/SuperMarioLogan}}'' Sure, he's a bratty jerkass, But his mom abandoned him, his dad acts like he never existed and loves a TV show more than him. Junior was also traumatized at military school and he sounded like he wanted to commit suicide. Bare in mind, in the series chronology Junior 7 when this all happens!!

* Efeddre of ''[[GutsAndSass Guts and Sass: An Anti-Epic]]'' has a DarkAndTroubledPast where he was captured and tortured for nine years. He regularly verbally abuses the people who rescued him, but few feel like they can smack him because it's only been a year since he was rescued.
* 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.

* Light in ''[[DNAKpts4tv Death Note: The Abridged Series (Kpts4tv)]]''. Sure he's a SerialKiller (who in this universe [[TookALevelInJerkass is killing off celebrities]] instead of [[AssholeVictim criminals]]) but he's also [[BlackComedyRape being molested by Shinigami]] and [[HoYay the man he's fallen in love with]] just wants to see him executed. His FreakOut after [[spoiler: L dies]] cements his [[TheWoobie Woobie]] status.

* Captain Hammer, by the end of ''DrHorriblesSingAlongBlog''. He's a JerkJock who bullies the VillainProtagonist ForTheEvulz, and is only a hero because it's easier and it gets him laid. Then, at the end, we find out that, in his entire life, he's never before felt pain, and when he does, his response is to cry for his mother and run away.

* It's pretty mean of Eugene from [[WebVideo/MatthewSantoro Matt Santoro's web series]] to threaten Matt with a [[Franchise/StarWars lightsaber]], but he doesn't deserve being looked down upon by Matt, all for his {{nerd}}iness.

* It's pretty mean of Eugene from [[WebVideo/MatthewSantoro Matt Santoro's web series]] to threaten Matt with a [[Franchise/StarWars lightsaber]], but he doesn't deserve being looked down upon by Matt, all for his [[{{Nerd}} nerdiness]].

** [[DistaffCounterpart Perhaps fittingly]], WebVideo/TheNostalgiaChick too. She's not too fond of empathy, treats BFF Nella like crap (even though Nella is a ButtMonkey professionally, it still counts), and her reasons for trying to kill the [[TheCaligula Critic]] in ''WebVideo{{Kickassia}}'' were purely for her [[TheStarscream own gain]] and had nothing to do with the others. However, she has awful self-esteem, had a [[HilariouslyAbusiveChildhood shitty childhood]], and there's been a few times where you can tell that she really does [[RomanticTwoGirlFriendship love her best friend]].

** [[DistaffCounterpart Perhaps fittingly]], WebVideo/TheNostalgiaChick too. She's not too fond of empathy, treats BFF Nella like crap (even though Nella is a ButtMonkey professionally, it still counts), and her reasons for killing the [[TheCaligula Critic]] in {{Kickassia}} was purely for her [[TheStarscream own gain]] and has nothing to do with the others. However, she has awful self-esteem, had a [[HilariouslyAbusiveChildhood shitty childhood]], and there's been a few times where you can tell that she really does [[RomanticTwoGirlFriendship love her best friend]].

* TalesOfMU is narrated by one of these, especially with regards to the prejudice and bigotry of which she is routinely the victim, but which she also routinely exhibits to others. To be fair, much of this was [[FreudianExcuse taught to her]] as she grew up by her KnightTemplar grandmother. But between the Mechans, the Arkhanites, Winnie, and just about anyone who disagrees with her, she gives as good as she gets on the {{Jerkass}} front.

* 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.]]]]

* Bitey of ''{{Brackenwood}}'' is a complete ass, going out of his way to ruin the day for Brackenwood's other creatures. It is eventually revealed that he acts out of jealousy. He can't stand seeing other creatures happy with their kin, and being the {{last of his kind}} compounds this jealousy.
* Captain Hammer, by the end of ''DrHorriblesSingAlongBlog''. He's a JerkJock who bullies the VillainProtagonist ForTheEvulz, and is only a hero because it's easier and it gets him laid. Then, at the end, we find out that, in his entire life, he's never before felt pain, and when he does, his response is to cry for his mother and run away.
** The aforementioned Villain Protagonist - Doctor Horrible himself - counts as well. [[CanNotSpitItOut Too nervous around the women he's attracted to to tell her]] that he likes her, gets brutally beaten up by Captain Hammer repeatedly, but he is still a CardCarryingVillain (not to mention his feelings for Penny can be interpreted in a [[http://karjack.livejournal.com/656327.html?format=light less sympathetic way]]).
* TalesOfMU is narrated by one of these, especially with regards to the prejudice and bigotry of which she is routinely the victim, but which she also routinely exhibits to others. To be fair, much of this was [[FreudianExcuse taught to her]] as she grew up by her KnightTemplar grandmother. But between the Mechans, the Arkhanites, Winnie, and just about anyone who disagrees with her, she gives as good as she gets on the {{Jerkass}} front.
* Tom of ''WebVideo/EchoChamber''. While Tom is an ass to everyone and his excuse for being so is...weak, when he actually admits why he struggles, he shows a scared side. Especially obvious in "RomanticFalseLead", when Tom's reasons for loving Porn Girl is that she doesn't threaten, scare, or hurt him.
* Efeddre of ''[[GutsAndSass Guts and Sass: An Anti-Epic]]'' has a DarkAndTroubledPast where he was captured and tortured for nine years. He regularly verbally abuses the people who rescued him, but few feel like they can smack him because it's only been a year since he was rescued.

* 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.

* Light in ''[[DNAKpts4tv Death Note: The Abridged Series (Kpts4tv)]]''. Sure he's a SerialKiller (who in this universe [[TookALevelInJerkass is killing off celebrities]] instead of [[AssholeVictim criminals]]) but he's also [[BlackComedyRape being molested by Shinigami]] and [[HoYay the man he's fallen in love with]] just wants to see him executed. His FreakOut after [[spoiler: L dies]] cements his [[TheWoobie Woobie]] status.
** Mello is a strong candidate as well. That poor psycho had to grow up with [[JerkAss Near!]] And [[spoiler: [[PoorCommunicationKills he gets killed over a stupid misunderstanding.]]]]
** Poor Mikami. [[CosmicPlaything The writer really has it in for him.]] [[http://www.youtube.com/watch?v=F_QhsRInEbM&feature=channel&list=UL]]
** L is ever a Grade A JerkAss but still being [[spoiler: being BuriedAlive / resurrected just to die again]] was not cool. [[TheReveal Actually that]] was [[spoiler: ([[MindScrew probably]]) [[SerialKiller Beyond Birthday]] who had stolen L's identity so that also qualifies him for this trope. L himself still qualifies seeing as [[SexSlave the real L was being kept alive in Light's basement / lovenest for the last five years.]] ([[MindScrew Probably.]])]]
* Tim in ''WebVideo/MarbleHornets'' initially comes across this way. Later on, however, the series makes sure to point out that [[WhatTheHellHero Jay kinda earned the reactions he got]], causing Tim to end up as a straight-up [[TheWoobie vanilla Woobie]] instead.