Jerkass Woobie/Anime and Manga

Examples of Jerkass Woobie in Anime and Manga.


 * From Darker than Black, Huang Tis resulted in Huang being a bigotted Jerkass, all things considered.
 * Neon Genesis Evangelion: Asuka Langley Soryuu. She is an insufferable bitch from hell, but she has an incredibly heartbreaking Freudian Excuse: And then the events of the series kicked in. Including the Trope Namer for Mind Rape.
 * Not to mention that, in End of Evangelion,
 * Let's not forget that one of the later episodes features Asuka naked and in a tub, when she's well passed the Despair Event Horizon, with hollow cheeks and stating that she no longer has the will the live. The tub appears to be filled with a red liquid indicating that she tried to kill herself by slitting her wrists. Poor Asuka...
 * Lets not forget the case of Asuka.
 * Naruto: many, if not most, of Naruto's opponents over the course of the series, notably:
 * Gaara of the Sand before
 * Sasuke's status is debatable, but he essentially struggled for his father's approval, only to lose his entire family in the Uchiha clan massacre.
 * Neji is introduced looking down on his teammate, Lee, and hating Hinata enough to Hannibal Lecture her about her inferiority and trying to kill her. It is later revealed that he believes that his father was killed for the main branch when he was young, and he can be punished at any time, potentially fatally, if the Main Branch members activate the Cursed Seal on his head. Once he learns the truth, he overcomes his previous belief that You Can't Fight Fate, which results in him working to improve his relations with the main family and getting along with Lee when he isn't acting too eccentrically.
 * Pain is responsible for many deaths,  to teach Tsunade and Naruto lessons about pain, and is incredibly ruthless toward his goal of enforcing peace with tailed beast-based jutsu weapons, but his childhood was a long process of losing everyone he cared about and trying and failing to bring about peace.
 * Sora in the Fire Temple Filler arc, who is incredibly rude to most people, but has a dark past and an even darker present, as the host of much of the Nine-Tailed Fox's chakra.
 * Itachi Uchiha.  In short, you hate him for some of his actions, but once you learn the reason, you also want to hug him.
 * Karin. She used to be one of the most hated characters in the manga and she was a bit of a jerk before she started to genuinely care for her other teammates, but  made her turn into a Jerk Ass Woobie for a good fraction of the fandom. Still, die-hard SasuSaku fans remain firmly in their Die for Our Ship position.   has also helped pull her out of the Scrappy pile.
 * Arguably, the Nine-Tailed Fox. You'd never believe it, but This sentiment is starting to be recognized by the fandom.
 * Utakata, the Jinchūriki of the Six-Tailed Slug. He is quite aloof toward Hotaru and tries to rid himself of her at every opportunity, but this is largely the result of him being a fugitive for, an experience that left him quite bitter and unwilling to trust others. And just when he comes to terms with this,.
 * Manipulative Bastard Kabuto has become one. He had a deep existential crisis after  (Naruto inspired him to continue) and he is shown thinking that all he wanted was for someone to notice him. He just wanted to be acknowledged. Still doesn't excuse his monstrous moral event horizon crossing moments though.
 * Impmon/Beelzemon from Digimon Tamers. He starts out as The Imp, but later, his human-hating tendencies are explained by But it's not until he, unable to digivolve by traditional means,  .He deserved a punch on the face. Also, a big hug.
 * Elfen Lied's Lucy, Mariko, and Bandou.
 * Akito from Fruits Basket. You hate him because he's a total ass and abuses the whole family, but the back story makes some feel pity for the kid. Then there's the fact that
 * Kyo to a lesser extent. While not as bad as Akito in terms of Jerk Assery, he still came across as an asshole to everyone in the first few episodes. But then again, would you be a nice guy if
 * Bonten from Amatsuki.
 * A large portion of the cast of Code Geass not only do nominally immoral things for their cause, but also find themselves treating others poorly when it's obvious that either that's not what they really want to do, or they're too far gone to really do anything: Lelouch, Suzaku, Kallen, C.C.,
 * There's also Mao, who takes this trope in a different direction. His personality is abrasive and many of his actions are utterly cruel but he still inspires sympathy from some measure of the viewers once they learn that he's essentially a child in the body of a seventeen-year-old who has no sense of perspective whatsoever, in constant pain from his mind-reading Geass, and abandoned by the one person who could interact with him at all normally (who is also the only person he loves!) because he couldn't bring himself to And all because he became an Unhappy Medium at the age of six!
 * Misa Amane from Death Note. If she weren't so damn amoral, she'd be a very sympathetic character - what with her Parental Abandonment issues and her devotion to Light, which is both very crazy (seeing as how he doesn't really care about her at all and is merely using her as a pawn and eventually wants to kill her when she outlives her usefulness) and very genuine. She, ultimately, is an aversion (at least to American audiences), due to the fact that her abandonment issues are rarely focused on—rather, her bubbliness and cluelessness are.
 * She turns even more woobie-ish when
 * Her live-action movie incarnation is even more of an example of this trope, as the death of her family is more focused upon (she mentions that she's fine with dying because "she should have died along with her family" when they were murdered, and she even keeps a picture of them in her room next to one of Light). The movie also shows that, if not for her insane fixation with Light, she could be a good person (she ends a killing spree out of hesitation when called a murderer, and later cries when she realizes that Light )
 * Misa in custody. Imagine the mental state of the poor girl.  If she wasn't crazy before, she has every excuse to be afterward.
 * To a smaller degree, Kiyomi Takada. Specially because of
 * Light Yagami himself qualifies. He Used to Be a Sweet Kid, he was a Nice Guy with a bright future ahead of him before becoming a Serial Killer with a God Complex. Even the author says his life was ruined the moment he picked up the Death Note and over the course of the series he gets put through hell and  but he has no one to blame but himself.
 * Mello, a mob boss that kidnaps innocent (and not-so-innocent) girls and a overbearing jerk that shouts at people but he acts that way out of a severe inferiority complex. He
 * Beyond Birthday from Death Note: Another Note. L's neglected Backup turned Serial Killer. As much of a Complete Monster he was,
 * Lucia from Rave Master. The one that had to watch his mother die and got locked up for ten years for no reason when he was 6, and proceeded to commit mass murder immediately after escaping.
 * One Piece has Nami, the self-centered, mood swinging, thieving Insufferable Genius of the Straw Hat Pirates. However, her personality, in particular, her obsession with money, is explained as a result of being an orphan raised by the Marine officer Bellemere, along with Nojiko. The family was too poor to afford the things Nami wanted, and when Complete Monster Arlong came along and imposed a tax on the people in her village, with the penalty for not paying as death, Bellemere only had enough money to pay for two. She chose to save her children rather than herself, and was shot in front of her children's eyes. Arlong then forced Nami to be a part of his crew, even going so far as to forcibly tattoo her, and said that if she manages to get 100 million belli, her village will be freed as well as herself. Even worse is that Arlong had no intention of keeping his end of the bargain, and wanted to enslave her for the rest of her life. Good thing she met Luffy and the other Ragtag Bunch of Misfits who dealt with Arlong personally.
 * Similarly, Boa Hancock was introduced as a literally puppy-kicking Vain Sorceress. She showed herself to be an aloof, arrogant, complete Jerkass who wasn't above defenestrating her grandmother for giving the sincerest of warnings and petrifying her subjects for allowing a man (Monkey D. Luffy) onto their island. She was even complacent with her two younger sisters, Marigold and Sandersonia, breaking them in their petrified state just to mess with Luffy - just a hair's breath of crossing the Moral Event Horizon. However, when Luffy defeated the sisters and spared their pride by hiding their tattoos, this brought to light another side of Hancock unseen before: as she explained to Luffy, the tattoo was forced upon Hancock and her sisters (sensing a pattern here...), and is an eternal source of shame from slavery under the World Nobles, descendants of the founders of the World Government and, as shown in the previous arc, a whole 'nother ball of the MEH wax, known for kicking, shooting, and blowing up their slaves if they get frustrated or bored with them. The three sisters, who were just pre-teenage girls back then, spent four whole years enslaved to those Complete Monsters and were force-fed a Devil Fruit strictly for their entertainment. Hancock's own experience was such that she couldn't even talk about it without being reduced to tears. The very fact that she kept the law of her island to the letter could be explained due to her personal experience with one particular World Noble who was in her words "the very object of terror itself", which jaded her view on the opposite gender. It's only that Luffy didn't care that she and the other two were slaves, and hates the World Nobles anyway (for shooting a friend of his, who wasn't even one of their slaves) that caused her icy persona to warm up a bit, and even fall in love with the guy.
 * Shinn Asuka from Gundam Seed Destiny. Yes, he may be an abrasive jerk who needs to wake up and stop seeing the world in black and white, but during the story, he goes through such hell that you can't help but feel sorry for him. Especially considering how badly Sunrise and Fan Dumb abused him, coincidentally contributing to his total breakdown.
 * If you don't think that Fllay from the original Gundam Seed is The Scrappy, you'll see her as this.
 * Once you get glimpses of their backstories as, the Trinity siblings from Mobile Suit Gundam 00 come off a pretty damn pitiful. Of course that does not excuse the heaps of shit they pull on everyone except for each other.
 * Tieria Erde. At first, he's cold, stern and the most dedicated to Celestial Being's mission. However, after (thefirst) Lockon's death in season 1 and the separation from VEDA, we see that Tieria is a very insecure man.
 * Any teen character in Ranma ½ you might be inclined to feel sympathy for is a Jerkass Woobie.
 * Ranma Saotome has had a horrible childhood that, among other things, means that he has been inflicted with a Gender Bender curse that not only embarrasses him and frequently gets him into strife, but puts him at the risk of having to commit Seppuku at the hands of his good-hearted but Cloudcuckoolander Hot Mom—which means that he will not only die painfully, but die knowing that he disappointed his beloved mother so badly that she thought it would be best to die. He also routinely harasses his (admittedly, no saint herself) fiancée by hitting her where it hurts her the most (her relatively small chest [in comparison to his Gender Bender form and the rest of his fiancees]] and her inability to be properly feminine no matter how hard she tries), sometimes actively encourages his fiancées, and loves to harass and torment his rivals, despite knowing that they'll come after him with the aim of brutally thrashing him.
 * Ryôga Hibiki has terrible luck, is cursed to assume the form of a small, defenseless pig when he gets wet, has one of the worst ever seen cases of No Sense of Direction, the direction issues are inherited from both his parents and so he almost never sees his family, is a dedicated romantic, is too shy to even talk to other girls (despite the fact most would probably find him highly attractive), and the one girl he's in love with is engaged to someone else. He's also bad tempered and masquerade as her pet to get affection from her, even if it's only as her pet.
 * Mousse spins a heartbreaking tale of devotion and unrequited love that spans the better part of a decade, refusing to give up on his attempts to woo his childhood acquaintance no matter what blows life deals, to the point that an audience in-series cries after hearing it. However, the object of his affections makes it clear that he's more a Stalker with a Crush who happens to have been a childhood friend than the Unlucky Childhood Friend he sees himself as. There's also the fact that his response to the Love Triangle he's personally caught in as part of the Love Dodecahedron is to literally Murder the Hypotenuse, and as he has very poor vision, even with his glasses, and literally doesn't care who gets in the way...
 * Akane Tendô is a generally nice, placid Girl Next Door who has lost her position as the best martial artist around, seemingly irreversibly, and been saddled against her will with a fiancé who seems to enjoy hitting her most sensitive spots, like her "modest" figure (in comparison to his own and those of her rivals) and her failure to become a Yamato Nadeshiko which is one of her greatest wishes. On the other hand, she's prone to tremendous mood swings, jabbing him where it hurts as well, manipulating him for her own purposes, and lashing out violently when he does something that she suspects is perverted...and she has very little trust for him not to do something perverted.
 * Shampoo, particularly in the anime, genuinely loves and cares for Ranma, but gets little affection from him. Due to his Harmful to Minors training and a Baleful Polymorph curse inflicted on her as punishment early in the series, he actually runs away from her quite frequently. She's also a stranger in a strange land and has no friends at all outside of Ranma and Mousse (Akane might have counted as well if she and Shampoo had not been rivals in love). However, she's also coldly efficient to the point of being frighteningly amoral, perfectly willing to kill off someone she considers an enemy, and her preferred victims are the aforementioned Mousse and Akane, treating the first with incredible cruelty and being determined to get rid of the latter.
 * Ukyô Kuonji is Ranma Saotome's Unlucky Childhood Friend, who felt so ashamed after Ranma apparently broke their Childhood Marriage Promise and stole her father's cart that she devoted her life to seeking revenge and even became a Wholesome Crossdresser because she felt that she was unworthy of being a woman. Even when she gives this up and tries to resume her courtship of Ranma, he not only does his best to avoid giving her any romantic favors at all, but he ruthlessly exploits her feelings. However, she is also quite willing to beat the hell out of any perceived rivals for his hand, slap Ranma around if he gets her flustered and upset, and team up with others (like Ryoga and Shampoo) to try to get the upper hand.
 * The Kunô siblings. Kodachi is just as willing as Shampoo to commit murder - she's just not QUITE as adept in combat; she has repeatedly used poisons on her personal ninja Sasuke as well as her own brother in an effort to master the art of chemical mind control. Speaking of her brother, (Tatewaki) Kunô only manages to not end up as a serial rapist in training by his status as a massive idiot with vaguely romantic pretentions (and by his attraction to girls that could mop the floor with him). They both pursue Ranma and/or Akane despite being pretty much the only ones in this entire series to be flat-out rejected. And then you find out that they, like pretty much everyone else in the series, suffer from Dead Mother Syndrome, their father returns from America after abandoning them for years out of an obsession with Hawaiian culture, and now they are both at risk of being attacked in their own home and getting shaved bald. Plus, he (their father) becomes the principal of his son's school, so Kunô can't even get a break during the day.
 * Ataru from Urusei Yatsura also qualifies. He's canonically the biggest lech in the galaxy who leers at girls and often treats his devoted fiancee, Lum, like dirt or an annoying obstacle to him acquiring a harem, but considering how gleefully the universe seems to love punishing him with outrageous and consistent misfortune and how he's shown a couple of signs of being a good person deep down who genuinely loves Lum, it reaches the point where you also can't help but want him to actually get lucky for once or at least have one day where the entire universe isn't out to get him. As one review of the series commented (paraphrased), even though Ataru completely deserves every bit of suffering heaped upon him, you can't help but feel for him at the same time and hope that fate will cut him a break one day.
 * Axis Powers Hetalia:
 * Ivan/Russia. A creepy, mentally unstable Stepford Smiler who has fun terrifying and abusing his subordinates, especially The Woobie, Lithuania...but his Despair Event Horizon/Start of Darkness is nothing short of heartbreaking, and he truly loves his Fragile Flower older sister, Ukraine, as much as his insanity lets him. You also can't help but feel sorry for him as he's constantly being pursued by his even crazier sister, Belarus, who wants to marry him. Also, Himaruya's new profile on him points out that he truly wants to have new friends. However, if that is true, it won't happen, because he's so scary that he ends up driving away potential friends.
 * Gilbert/Prussia can also qualify. He's an unrepentant, egotistical Memetic Badass who delights in causing trouble for others and seems to only think about himself...but at the same time, he's also something of a Butt Monkey who isn't as awesome as he likes to think he is, and is shown to be secretly lonely and trying to pretend that he doesn't care about not being a nation anymore or not having any friends at all. And if you see him with Shipping Goggles on, there's the added "pain" of being the Unlucky Childhood Friend to a Ninja Maid, who's head over heels in love with the local White Prince.
 * Fanon sometimes interprets England as this, with him being quite ruthless and manipulative in his acquisition of his empire and family members and them eventually leaving him alone and lonely. Whether or not he actually is one in canon depends HIGHLY on your personal interpretation of his character, considering that the one who broke his heart the most was one he was shown to care very deeply for and take good care of in canon, which would probably make him a straight-up Woobie instead.
 * Japan sometimes gets this kind of interpretation too, from fans who believe that as ruthless and double-crossing as he may have been toward his siblings during his imperial period, he probably still did not deserve to have two atomic bombs dropped on him and may very well have become as emotionally broken as his siblings in his misguided pursuit of empire status.
 * Romano, the elder of the Italy brothers and a notorious Tsundere, has shades of this: harboring a Hair-Trigger Temper and generally negative demeanor, yet also having an inferiority complex and abandonment issues stemming from his grandfather ignoring him in favor of his more talented younger brother and feeling like others only wanted to use him for said grandfather's inheritance. An early profile even stated that being pushed around by The Mafia made his viewpoint of the world more slanted and negative. Of course, the more sympathetic traits run the risk of being blown out of proportion by Fanon, where some fans opt to lay all the blame instead on the younger brother, Veneziano, who does care for his "fratello" and tries to help him with mixed degrees of success.
 * Belarus, a terrifying Ax Crazy Yandere became this when Russia threatened to send her to Siberia because Lithuania expressed reservations about accompanying him to a meeting. Can you imagine your own brother caring so little about you that he uses sending you to the horror that was the gulags as an incentive to make someone else do what he wants? If this happens on a regular basis, her bitterness comes as no surprise. Even if it's Belarus, that's just not right. There's also the fact that the poor girl is hopelessly and creepily but also very genuinely in love with Russia, her brother, who will never, ever return her feelings. Of course, let's not forget the Jerkass part, specifically how she scares off anyone who is around her brother because she's jealous of them and how she once broke Lithuania's fingers on a date with him (the poor guy is such a sweet Nice Guy... but he refuses to see that Belarus not only is flawed, but that she does NOT owe him pussy just because he likes her.)
 * Even though France is a lech, a liar and an all around bastard at times, he has his moment to be pitied. At the end of the first volume, there is a sketch of a much younger France with a girl with short hair and wearing armor. And she tells him, "I'm fighting for you, you know!" Yeah, she's Joan of Arc. We know how that ended. To think of France, hedonistic and arrogant, startled and then drawn to this one girl, only to lose her- it makes you feel for him at least a little, right? That's not counting the French Revolution, the Terror...on second thought, those pretty much explain (along with Jeanne's death) why France became the way he is.
 * Yu-Gi-Oh:
 * Seto Kaiba, though less so in the anime adaptation, where he stays a jerk long after the finale of the Battle City arc, which, in the manga, was supposed to be where he let go of his tragic past and became a better person.
 * Pegasus and Marik also fit this trope, what with their heartbreaking tragic pasts.
 * Also Aki of 5Ds. Yes, she was ostracised as a child by her parents for having magic powers, and subsequently found by a lunatic who wants to rule the world for no adequately explained reason other than "I'm different and therefore I should be on top of the world". But that smile she wore when using her magic powers when dueling, especially against Yusei, was damn creepy.
 * Black Lagoon:
 * Hansel and Gretel. It gets easy to see why they were so fucked up and at least feel sorry for them. Then, after Balalaika gives Hansel a Shut UP, Hannibal treatment as punishment for harming the subordinates she's so protective of, she orders her men to blow his hand and leg off. When he's lying there, crying and bleeding to death, it's easy to forget that he was a mass murderer. This is taken to further extremes with his sister Gretel, who states that she always wanted to see the ocean and has a heartbreaking Evil Cannot Comprehend Good moment when Rock offers her kindness and even sheds tears for her. When they finally reach a seaport and her wish is granted, she has her brains blown out by an assassin hired by Hotel Moscow.
 * Also, Balalaika. Thanks to the Afghan War, the cute teenager who wanted to become an olympic sniper ended up as a cynical, stylishly brutal Mafia queen and cold-hearted Magnificent Bitch. She's also quite the Mama Bear who shows no mercy to anyone who harms her subordinates, which proves that she's still human: those men are all she has anymore, so she protects them fiercely.
 * D Gray Man:
 * Kanda Yu turns out to have a very good reason for being so cynical and rude to nearly everyone. Also,  Kanda's life sucks so much that using an Exposition Beam to show someone his memories qualifies as Mind Rape, and the local Creepy Child feels sick when she sees them.
 * If you don't feel bad for Kanda after seeing this, you're a horrible person.
 * Kaede from SHUFFLE!. You feel bad for her for how messed up in the head she became following her mother's death and how she lost the will to live. But you also hate her for treating Rin like shit all throughout their childhood, because he decided to take the blame on himself so she wouldn't figure out that the death of her mother was actually her fault. For what it's worth, when she finds out the truth, she ends up hating herself for how she treated Rin and decides to try to atone for her bad actions by devoting herself to Rin. Rin does not really want this, but he is afraid of making Kaede have a relapse by not allowing her to punish herself in this way. Kaede is also shown to have romantic feelings for Rin, but considers herself unworthy to be loved by Rin or to stay by Rin's side, and acts like a Yandere (in the anime) when she finds out he and Asa are a couple. There's also the fact that Kaede has feelings for Rin and is hopelessly devoted to him, but Rin is Asa's boyfriend, so Rin will never return Kaede's feelings.
 * Akira Inugami from Wolf Guy Wolfen Crest. He rescues his Morality Pet teacher from baddies regularly, gives hope to his oppressed fellow classmates, and stops an Ax Crazy psycho from gunning down the student body vice president at point-blank range, but he can be a cold-hearted snarky jerk to everyone. He also lost his parents at a very young age, has a habit of making enemies who want to violently beat him up and murder him, and is pursued and lusted after by two Ax Crazy psychos who are major threats to anyone he is close to or not. Basically, he's a nice guy underneath it all, but he spares NO ONE the snark and is literally the unluckiest bastard walking. Which backfires horribly when
 * Berserk:
 * Although he claims to be a complete asshole, Guts is actually a Jerk with a Heart of Gold who simply acts aloof and unreasonable towards anyone he meets, including his True Companions. He does truly care for his companions, but since the Brand of Sacrifice he bears attracts monsters from hell, and his Hell Hound Super-Powered Evil Side, the Beast, tends to make him go berserk and thus dangerous even to his companions, he prefers to keep them at a respectful distance. Also, he is very much a Woobie. Probably the biggest one in the entire cast, because the Crapsack World he lives in has had it in for him and those he loves since the moment he was born.
 * Griffith too. Until he crossed the Moral Event Horizon and became utterly unsympathetic.
 * Rosine, the Big Bad of the Lost Children arc, qualifies because of the horrible home situation that drove her to become an Apostle, and her yearning for elves to be real. Though she and her "children" commit a number of acts that should make her cross the Moral Event Horizon into Complete Monster territory like many of Berserk's other villains, she comes across instead as a misguided, emotionally damaged little girl who just wanted a little happiness that she couldn't find at home.
 * Souma and Sakurako from Sakura Gari. Initially, it seems as if It's All About Me with them, and they'll do whatever it takes to get what they want even if they hurt/kill others in the process. Also, every one of Souma's lovers are shown to have horrible endings. He even notices and mentions it himself. Of course, this doesn't stop him from continuing to take lovers. However, even with all their flaws, it doesn't make their backstories and endings any less heartbreaking or messed up. And at the end, due to his actions, Souma ends up driving away Masataka, who he had genuinely fallen in love with, and, in the last panel, he is shown crying into one of Masataka's shirts. And as for Sakurako,
 * Pandora Hearts: Oz and Vincent.
 * And Break. Sure, he's not always nice, and it's not obvious that he's a Jerk with a Heart of Gold, but he does have his moments. In the past, Currently,
 * Leo too. He becomes crazy and lonely after  and becomes more of a jerk.
 * Since almost the entire sympathetic cast of Fullmetal Alchemist consists of woobies, there's a few of these.
 * Edward and Izumi cross it with Iron Woobie, and Roy is a hybrid Jerkass Woobie, Iron Woobie, and Stoic Woobie.
 * It's likely that one feels sorry for Greed at one point of the series too...or while reading chapter 107 at the least.
 * Full Metal Panic!:
 * Sôsuke Sagara. Originally a sweet, innocent kid, his heartbreaking backstory turns him into a cold-hearted Jerkass. He finds it extremely hard to understand other people's feelings, and tends to do very morally ambiguous things without much consideration for others. Most of the time, it's played for laughs. There are numerous times where he finds himself unable to understand why someone feels fear or sadness (even when someone died). The poor guy goes through so much crap throughout the series, though, including his childhood as a child soldier, so it's easy to feel sympathy for him despite his flaws.
 * Xia Yu Fan and Xia Yu Lan. Out of all the villains, these two seem to garner a lot of sympathy among fans. The fact that they were taken in by Gauron of all people at such a young age certainly deserves sympathy.
 * Bakemonogatari:
 * Hitagi Senjougahara. She acts cold and abusive towards others, especially towards her eventual boyfriend, Koyomi Araragi. She also pulls out a stapler and a box cutter, threatens Koyomi with them by shoving them in his face, and promises to disfigure him with them if he reveals her secret, then uses them anyway (stapling his face as a warning). All this within minutes of the start of the first episode. In episode two, Hitagi recounts how her mother joined a cult when Hitagi was sick, and that one night, her mother brought a higher up from the cult home. Hitagi injured him as he attempted to sexually assault her, while her mother watching without aiding her. As a result, her family was broken apart with Hitagi feeling that she's responsible. After that, she met a crab which took her feelings(weight) and memories of her mother. Hitagi begs the head crab to return to her the lost memories of her mother and her feelings(weight), but despite this, she has forever lost her mother.
 * Mayoi Hachifuji. She knows that she is caught in or actually is a supernatural event and doesn't want anyone else to have to get involved. She's a 'snail,' otherwise known as a spirit that distracts people who are avoiding going somewhere and makes them follow her. She knows that she's dead and won't reach her destination, so she tells anyone who talks to her that she hates them so they'll leave her alone and not waste their time on her.
 * Durarara!!'s Shizuo Heiwajima. Underneath the Hair-Trigger Temper and violent, vending-machine-throwing rages is a guy with a severe impulse control disorder that knows fully well that his behavior and strength hurts other people, hates himself for it, and wants nothing more than to be able to stop and control himself, but has no idea how.
 * Baccano!: hey, everyone, meet Czeslaw Meyer. A Really Seven Hundred Years Old Crazy Survivalist who uses his appearance to manipulate people. Tried to get someone to kill dozens of people in the hope of finding one immortal. Is a Crazy Survivalist because
 * Sae Kashiwagi of Peach Girl.
 * Samurai Champloo:
 * Mugen is a crazy, Badass, insane Anti-Hero whose childhood makes anyone want to cry...
 * Jerkass may be a strong word, but Fuu fits as well. She's often temperamental, unappreciative of her bodyguards (to be fair, they do abandon her a few times), and seems to recklessly search for someone with almost no leads. But like Mugen, she's also lonely and her search for the sunflower samurai turns out to be
 * Kaze to Ki no Uta:
 * Gilbert. He may be antagonistic and even violent toward Serge (especially in the beginning), but he sure went through a lot of crap in his life...
 * While he doesn't hold a candle to Gilbert when it comes to sheer woobiness, Rosemariné nonetheless qualifies once certain aspects of his past come to light. Yes, he's ill-tempered and physically abusive (particularly towards Gilbert himself) but he's also rather pitiable in his own right.
 * Hayate the Combat Butler:
 * Nagi somehow manages to earn the love and sympathy of the audience in spite of being a self-centered little brat. Maybe it's her adorably innocent Cry Cute moments.
 * Although Nagi has outgrown the self-centeredness, Athena seems to have taken her spot. She harshly taught Hayate for her own gain, but has had moments when you can't help but feel sympathy for her.
 * Louise of Zero no Tsukaima. Saito too. His pervertedness can be too much at times, and he sometimes pokes fun at Louise when she's just minding her own business but Louise frequently beats and berates him, sometimes to Heroic Comedic Sociopath levels, and Saito's stuck in an alternate world (though he decides to stay after falling in love with Louise). And he tends to go all out when trying to protect Louise or his friends from harm. His selfless heroic side tends to be immediately followed by him demonstrating his idiotic perverted side, though. It's also later shown that Louise is constantly being pressured by her family to get married and she's frequently bullied by one of her older sisters who has a bigger temper than Louise. Oh, and although Louise is in her second year at the Tristain Academy of Magic, her magic skills still need a lot of work. Because of this, she lacks self confidence, and her classmates look down on her, calling her "Louise the Zero", frequently teasing her for her zero success rate and flat chest (including Saito!). This gets worse because most of the female cast except her (and Tabitha) are busty. And Saito's total lack of proper human interaction is pretty clear - he knows nothing about sympathy (remember, Saito — when someone's crying, it means something's wrong), empathy (his total inability to figure out how to not piss someone off), and sincerity (telling Louise he loves her while fantasizing about her sister), but despite his flaws, he truly does care for Louise, as shown by his willingness to take her beatings and almost die for her.
 * One must not forget that Saito was kidnapped from his world, treated sub-humanly, made into a slave for a bratty, over-privileged little girl, and had his mind screwed with a bit magically (though he doesn't know it).
 * Gareki of Karneval.
 * Bleach:
 * Muramasa. Sure, he personally instigated the Zanpakuto Rebellion and, but as Kouga descended deeper into madness, he quickly became a self-centered, arrogant, abusive Jerkass that frequently treated Muramasa as a mere tool, instead of an actual person. However, since Muramasa was the one that led Kouga to his crazy, power-drunken self, one could say that he brought it on himself. This disharmony caused Muramasa to literally lose the ability to hear his master when needed...which led to Kouga stabbing Muramasa as soon as he was unsealed, completely uncaring about Muramasa's explanation.
 * Also, Homura from the third movie. There's no denying that Homura was a stubborn, jealous, possessive, and irrational teenage girl, who had the potential to be as unstable as Loly can get at times, with an almost-unhealthy obsession towards Rukia to top it all off; but for all her faults, she was a sincerely sweet and cheerful girl, whose only wish was to reunite with the only other friend and loved one she had. In fact, she wasn't even evil to begin with, just selfish, naive, and misguided, with a justifiable excuse for her implied hatred (and fear) of the Shinigami. Considering her past, her interactions with Rukia are all the more heartwarming; as an orphan, she was forced to survive on her own in a lawless slum district, ended up getting murdered by an (albeit mind-controlled) Shinigami, absorbed said mind-controlling hollow into herself as a fail-safe to keep it from killing Rukia (thereby making it into the subconscious source of her power), and unintentionally causing the now-innate hollow spirit energy to revive and transport them to Hueco Mundo, where she presumably spent most of her life relentlessly fighting for survival against hundreds of cannibalistic monsters in a dimension she knew nothing about after forcing the still-barely alive hollow into submission. And keep in mind that, at the time, she was barely over the age of ten. The final kicker is that Homura was a genuinely likable and sympathetic character, even taking into account her Yandere/PsychoLesbian tendencies, which makes her death scene even more of a Tear Jerker than it already is.
 * The arrancar Ulquiorra. He's stated to be the personification of Nihilism, is loyal to Complete Monster Aizen, considers Ichigo and all others below his power level little more than "trash", cannot comprehend things like love and friendship, kidnaps Orihime and is very cold towards her, badly injures her friend Ishida's hand (cuts it off in the manga, breaks and burns it in the anime), and kills Ichigo in front of Orihime to prove a point to her. However, he seems to gradually soften up towards humanity thanks to his interactions with the captive Orihime, and Ichigo, too, to a lesser extent. He also regards the senseless killing done by other arrancars as childish, and is disgusted when Nnoitra says that he should rape Orihime. His  is also incredibly heartbreaking. It even seems like he is finally starting to understand human bonds, seeing how, in   Of course, however, fans go from considering him a Jerkass Woobie to something else entirely.
 * His backstory in "Unmasked" also reveals that he never experienced happiness and that his hollow brothers/clan tried to eat him because he was different from them. Again, don't forget that he is STILL a pretty creepy bastard when at his worst
 * There's also Kaname Tousen, the only Captain to ever gets The Scrappy status, who betrays Soul Society for a hypocritical reason (going down the path with the least bloodshed by joining the Big Bad). His close friend was killed by her shinigami husband, after she scolded him for killing his comrade in battle. So, he joins up with Aizen, pretty much wants all the shinigami dead, and is willing to destroy a town full of people, all to get revenge on every single shinigami. After being beaten by his vice captain and being reminded of his errors by his best friend, Tousen seems to repent, cries, and wants to have one tender moment with his vice captain...and then blew up in front of his vice captain and best friend.
 * Hiyori Sarugaki, an aggressive and short-tempered girl with rather violent tendencies who seems to hate everyone around her. However, many fans felt sorry for her when . She also shows a more vulnerable side at times, such as when she confesses to Shinji that she hates humans and Soul Reapers.
 * Sure, Urahara could've gotten by without callously manipulating everybody around him, but you gotta feel sorry for him once his backstory is shown.  Poor guy...
 * Cirucci Sanderwicci is a rude and cocky bitch. Still, she's not all bitchy; in one specific scene, she does garner sympathy after losing her powers by showing a rather dignified sort of anger at her defeat, and generally showing Villainous Valor and a thoughtful attitude during her fight against Ishida.
 * Jackie Tristan of the mysterious organization Xcution. She tries to kill Renji and ends up dead instead, and Chapter 471 features her returning home with her dead brother in her arms to find her entire family slaughtered, which is the reason why she want with the Fullbringers in the first place.
 * Yukio. His sadism might've been biological, but he would've been far less homicidal if his parents gave enough of a damn to raise him properly. Fully explained in chapter 471: he was a former Cute Mute who was kept locked away by his parents due to his speech impediment, and was so lonely that he first used his powers to recreate images of his parents as sort-of Imaginary Friends.
 * For some, that would be Loly. A few also feel for Melony, too, since her primary problem is that she follows Loly loyally in spite of her own doubts.
 * Ichise of Texhnolyze. He's rather Stoic and cold to nearly everyone (which includes not even saying "Thank You" to one guy who was kind enough to give him a meal when he was starving), and he's even like that during his youth: when he was younger, he found his dead father hanging from the ceiling, and while his mother cried at the sight, he showed little emotion and was surprised by his mother's reaction. He also has a tendency to have violent outbursts and gives the Death Glare to people who annoy him. However, practically the whole anime puts him through an extreme Break the Cutie cycle which includes both parents being killed, growing up as an ostracized outsider, working as a fighter in an underground ring, having two of his limbs cut off as punishment for using his fists to defend himself against a sadistic woman, has to go through the agonising pain of learning how to use new artificial limbs, watches his entire world deteriorate, gets beat up to a brutal degree, gets thrown down a sewer, nearly has his remaining limbs cut off, realizes that the entire human race is effectively dead, and then watches the only human he actually has a connection with have her head stuck on the body of his enemy. To top it all off, he.
 * Edmond (or The Count of Monte Cristo) from Gankutsuou.
 * Genkaku from Deadman Wonderland is an asshole-ish psychopath who makes Nagi's life a living hell. He's later shown to have been a timid, cute monk that got repeatedly beaten and raped by bullies in the past, with the elder monk in charge being unsympathetic and uncaring, and seeing the little wounded kitten he was taking care of die—all of this causing him to go insane. Considering what happened to Genkaku...you really understand how he became the Ax Crazy psychopath he is, and you can't help but feel sorry for him, especially when.
 * Eva Heinemann in Monster. Terrible, psychotic Rich Bitch Woman Scorned... who still doesn't deserve what happens to her and.
 * Harry MacDoogal from Outlaw Star. Yes, he's a villain, and an Ax Crazy Stalker with a Crush at that, but when Hazanko destroys him, Melfina cries out for him, and when he appears as a mechanical "phantom" before Gene and Khan and helps to open the door, his final moments are so poignant that you almost wish it didn't have to end that way. Also, you got to feel sorry﻿ for him because he has feelings for Melfina and she doesn't share the same feelings for him and he does everything he can to make her love him only to fail and get curb stomped by a massive douchebag with the ability to break his body parts like a bendy straw.
 * Uzuki of Uragiri wa Boku no Namae wo Shitteiru. When we first see him in the anime, he lashes out at people who express concern for him, stating that he hates feeling pathetic, and dislikes Yuki, who genuinely sees him as a friend because, like him, Yuki was abandoned by his parents, but Yuki is a lot more popular than him. A demon ends up playing off Uzuki's jealousy and resentment, giving him the power he needs to try to kill Yuki. However, Yuki ends up saving him and we learn that his parents abandoned him, his mother tried to kill him several times, and he's pretty much a loner at school. We then get a heartbreaking scene where he's suicidally depressed and states that he should have died along with the demon that possessed him. He then states that he's a horrible person for giving into his resentment and apologizes to Yuki, wondering why, even though he was mean, Yuki is still being nice to him. Yuki responds: "Because when I first came to this school I was all alone and you were the only one who went out of his way to befriend me. That meant a lot to me and it made me very happy. I'm glad that you're my friend, Uzuki-kun."
 * Revolutionary Girl Utena:
 * Nanami Kiryuu. Good lord, what a bad day she has had... Ouch.
 * Mikage Souji could qualify as well.
 * Saionji too. Yes, Saionji was a total Jerkass, but not even he deserved Touga's horrible treatment and manipulation of him.
 * Higurashi no Naku Koro ni:
 * In the Watanagashi/Meakashi-hen arcs, pretty much fits the bill. On the one hand, there's everything that she has had to go through as The Unfavourite of her family, never mind the Cold-Blooded Torture she's put through just before she finds out about —which she had gone through specifically in order to prevent. On the other hand, her Roaring Rampage of Revenge goes so far off the rails (specially in the case of  ) that it's hard not to be relieved, if only for her own sake.
 * Possibly inverted by the time of Umineko no Naku Koro ni,
 * Ooku: Shogun Iemitsu the Younger (or Lady Chie, depending on who you ask). We first see her when the former buddhist monk Arikoto is presented to her, given a 'maidenly' name, and beaten about the head and face by her until he bleeds, for not answering to it fast enough. However, even without factoring in the improbable extent of her Dark and Troubled Past, it becomes clear that she is, in truth, a prisoner in the Shogun's castle who has been stripped of both her name and, to a large degree, her gender as well. Not to mention the fact that the closest thing to love she gets  is from someone who she knows only sees the reflection of a father she never knew in her.
 * Nakai of Bakuman｡. While he crosses the Moral Event Horizon in the eyes of the readers and some of the cast when,, not to mention his whiny-ness, he essentially has the same dream as Moritaka (getting a girlfriend and a manga series), but has been at it for longer and has not had nearly as much success.
 * Muhyo and Roji's Bureau of Supernatural Investigation:
 * Ebisu typically exhibits both aspects of the Jerkass Woobie simultaneously, rather than appearing to be a jerk with a more sympathetic side. In the past, he lived without parents, and supported himself by commiting petty crimes with his skills as a medium. When a ghost turned on him, he got saved by Goryo, and became his assistant in his Magical Law business, which had become ruthless in the way it did business. He's typically fairly arrogant and condescending towards most people besides Goryo, but at the same time, comes off as pitiable after . He never completely changes and doesn't regret his actions, even if he acknowledges that many of them are less than noble, but his past shows that he mainly does what he does out of loyalty, and he helps to teach Roji a lesson about how he can best help Muhyo.
 * The Cortlaw siblings are this to varying degrees, with Mick being the heaviest on the Jerkass end, Ivy a mixture of both, and Kid being mostly a standard Woobie complicit in Ark's plans (albeit largely through manipulation with a few critical lies). They lost their parents to the MLS  and are willing to resort to dark magic to bring them back. Kid  is particularly heart-wrenching.
 * George Schyuter keeps Muhyo and Roji out of the investigation largely out of pride and the belief that they're unable to help, and even puts a sword to Roji's throat when he tries to help. It turns out, however, that his attitude and belief in working alone was the result of losing all of his partners and being blamed for it. He found a way to practice Magical Law alone, but derived no satisfaction from it, since no one was with him to share his defeats or victories.
 * Arguably, Haruhi Suzumiya. She learns, rather painfully, that she isn't all that special, and in her quest to make her life special, goes on a hunt for aliens, time travellers, and ESPers after some inspiration from Kyon. This leads to her general sociopathy and her obsession with cosplaying Mikuru. Kyon says that, through her Character Development, she's not exactly turning into a good person, but is returning to be the kind kid she once used to be.
 * Ayato Naoi of Angel Beats!. He's kind of a Jerkass to everyone, except Otonashi, but when alive, his brother was his father's apprentice in pottery, while he remained in his room, ignored by the world. Then his brother died and he had to take his place, but wasn't nearly as good at the craft as his brother. Having no choice but to live his life as someone else, he began to think that his entire life was a charade.
 * Angel Sanctuary: Pick a character, any character. The entire freaking cast is full of woobies, the overwhelming majority of which are jerkasses at best. One character wins gold on both counts, however. Is it Setsuna or Sarah? Kurai? Kato? Kira/Nanatsusaya/? Zaphkiel? Raziel? Astarte/Astaroth? Alexiel? Rosiel? Katan? Belial? Michael? Arachne? Metatron? Sandalphon? No. Believe it or not, it's Sevothtarte/.
 * Kevin of Karate Shoukoushi Kohinata Minoru is established as one of these in chapter 66.
 * Kuromi from Onegai My Melody may qualify, giving that the reason why she's acting like a jerk is because My Melody made her life miserable.
 * Magical Girl Lyrical Nanoha:
 * Vita was used as a personal soldier for the owners of an Artifact of Doom for centuries, and seemed to take it harder than the other Wolkenritter. While doing so, she was also quite abrasive to her allies, especially Reinforce, pushing them away when they tried to get close to her, and showed cruelty to her enemies beyond what was necessary to collect their Linker Cores. She becomes a nicer person after meeting Hayate, but still is not above barbs about the size of Signum's breasts and the lethality of Shamal's cooking.
 * The Huckebeins from Force. They're afflicted with a deadly virus that will kill them unless they kill other people, and have resolved to do what they have to to stay alive. Okay, fine, villainous but understandable...what isn't is the degree of dickishness with which they go about it. The fact that they've been immune to karma so far doesn't help matters.
 * Precia in the first movie. She's just as cruel to Fate as in canon, but it's revealed that not only was she a loving mother who wanted to spend more time with her daughter, but, and the companion manga shows just how painful it was for her, especially with . In her final moments, as she's falling to her apparent death, she appears to finally understand and regret her actions.
 * Pokémon:
 * Mewtwo. He goes on a rampage against all living things to prove clone superiority, but after what happened to him, can you blame him?
 * Also from the anime, Meowth. He's technically a mafia goon and kind of a jerk...but that's because he grew up an alley cat on the streets and worked his tail off learning to speak human to impress a girl-cat, only to be rejected and ostracized as a "freak". He ended up as a goon in a criminal syndicate because it was the only place he could find that would have him.
 * Kyouko Sakura from Puella Magi Madoka Magica. She's introduced as an amoral, Ax Crazy, borderline evil Dark Action Girl... and then we learn that . It certainly helps that the person she mocked the most, Sayaka, was also the one who unlocked her Hidden Heart of Gold.
 * Homura, too. She first appears in the act of severely injuring the series's lovable mascot (in fact, ). Later, she gives vague, threat-like warnings to Madoka, and generally acts creepy and ominous. She doesn't seem truly evil, since she shows up to help the "good guys" a few times, but she's extremely detached and uncaring, especially when and Kyouko (the other Jerkass Woobie) blows up at her for seeming so heartless. Of course, there's a (spoileriffic) reason for all this:
 * Fudou from Inazuma Eleven has a somewhat sad backstory, according to the adults. At least he doesn't get away with nothing for what he did to the heroes before they accepted him.
 * Black Butler:
 * Alois Trancy. Alois is possibly the one of the most disgusting children ever seen in anime, and, most of the time, you just want to punch him for being such an ass. But don't tell me you didn't cry like a baby, or at least sniffle, at his backstory and
 * Also, Ciel.
 * And Angelina "Madame Red" Durless.
 * At the end of season II, even  can count as this. That look on his face when he realized that he'd have to serve Ciel for all eternity and will never be able to eat his soul was absolutely disheartening for some fans.
 * Makoto Isshiki from RahXephon.
 * Raul Creed of Ergo Proxy. A slightly arrogant bureaucrat who loses his family, his position, and, eventually, his mind.
 * Hellsing:
 * Rip Van Winkle. Sure, she's a psychopathic vampire, but her over-the-top death at the hands of Alucard and her complete breakdown once he arrives elicits much sympathy.
 * How about Alucard for that matter? See volume 8 of the manga for more details.
 * Jean Croce of Gunslinger Girl qualifies. Throughout the course of the series, we see Jean as a revenge-obsessed jackass who isn't above torturing Padania agents, or even physically abusing his cyborg Rico. However, Jean's thirst for vengeance comes from the fact that  To make things worse, Jean's   hates him now, because he believes that Jean is doing nothing to get back at Padania, yet Jean can't confront him about it because of the secrecy of his work. And finally, to top it off, Jean's brother Jose
 * Nao Yuuki of the My-HiME anime. She's quite bitter towards others, uses her Child for selfish purposes, acts hostile toward Mai merely for being well-liked for caring for Takumi, and tends to cooperate only when she enjoys it rather than out of a sense of right and wrong. During the Hime Carnival, after, she swears revenge and . However, it's later revealed that , and after , Natsuki intervenes and says that if she had not met people like Shizuru, she might have turned out the same way, showing that, in spite of Nao's bitter and selfish attitude, she has suffered quite a bit and is ultimately human. Not to mention, by that point,
 * Tsukasa from .hack Sign is a quite a bit of an ass to the people who tried to help him. But he has quite an Abusive Parents background and digital Mind Rape from The World. He also gets better.
 * Oniisama E:
 * Mariko Shinobu. She's selfish, clingy, creepy, acts like she owns Nanako, and often is a bitch to Nanako's friend Tomoko. She's also one of Nanako's few friends in Seiran, protects her from bullies like Aya Misaki,  Not to mention, she genuinely cares for Kaoru, and when Kaoru acknowledges it, Mariko becomes freaking adorable for a second.
 * Also, to the shock of many, becomes one after she gets utterly broken by the last part of the TV series. To the point of
 * Sara of Tegami Bachi prevents all mail from coming to or leaving Honey Waters under the guise of being a Reverse operation, which results in the death of a man who tries to deliver on his own. But it turns out that she and Hunt had lived in a freak show, and Hunt had a dead creature's arms sewed onto him in a desperate bid to avoid being sold. When the people of Honey Waters happened upon them, Sara made up a story about Hunt being the Man Who Could Not Become Spirit in order to protect him from them, and all the other lies were necessary to maintain the first one. It helps that Sara gets a Heel Realization, leaves the money to the citizens, and leaves town with Hunt to start anew.
 * Anemone from Eureka Seven.
 * Akira from Togainu no Chi.
 * Lots of these show up in Fairy Tail. Looks like Hiro Mashima loves this trope.
 * Gerard Fernandez (or Jellal, however you want to call him), Erza's childhood friend who, like her, was Made a Slave by a bunch of Zeref cultists who could charitably be called Complete Monsters, and ended up being locked up in a cell and tortured almost to death when he wasn't even in his double digits. Flash forward to the present time, and Gerard, after being possessed by Zeref himself, getting a well-deserved revenge against the slavers and having completed the Tower of Heaven, had cooked up a plan to create the "World of Magic" where everyone would be free...which would require mountains of corpses, the sacrifice of Erza herself, and, generally, screwing things up royally for anyone who wasn't magically gifted. He had gone through so much hell in his short life that he thought no sacrifice was too great if it would mean nobody would have suffer like him. . All in all, Base Breaker as he is, you can't deny that his life sucked.
 * Urtear Milkovich, Big Bad Hades' right hand woman, was revealed to be one as well at the end of the Tenrou Island arc. Want the lowdown?  In the end, Urtear committed a lot of terrible things which were fueled by her desperate desire to  Now, will someone please punch this woman in the face, and then give her a big hug?
 * Suzu of Peacemaker Kurogane. Suzu becomes an insane Jerkass after he thinks that Tetsunosuke (his only friend) killed his master, Yoshida (whom he admired and was the only person who cared for him). Not to mention that he was taken in by a Depraved Homosexual old man and raped when he was alone and starving on the streets.
 * Alviss of MAR, after you watch his backstory and during the Ghost Chess Arc.
 * from Mawaru Penguindrum.  actions in episode 14 put the Jerkass in her title, then episode 15 made   a Woobie.
 * And becomes one after episode 18.
 * ends up as this, after
 * Sakuya Ookochi from Sensual Phrase. He's a Jerkass and a Bastard Boyfriend to his girlfriend Aine largely because of a scene where he attempted to rape her out of jealousy, and even when not being a Bastard Boyfriend, he's a huge jerk even to his own bandmates. Then, it's shown that he has an extremely Dark and Troubled Past (as in,  While said past explains pretty well why he's such an asshole, it still doesn't justify his horrible treatment of other people around him, which had to be toned down in the anime quite a bit... and it still wasn't enough to make him anything but a Jerkass.
 * Reimei no Arcana: initially, Caesar. Cain possibly counts as well.
 * Karakuridouji Ultimo: Rune. By now, it's safe to say that he's done more things to garner Squick than sympathy from the fanbase. Especially to Yamato. But in a way, it's justified, as Ultimo did kill his past self. And then there's the fact that the current Yamato will never return the current Rune's feelings for him.
 * Murayama Musashi. While his whole world was destroyed, his rude quips to Yamato and tendency to rather recklessly do things himself places him in this territory.
 * Reika of Goshuushou-sama Ninomiya-kun is an arrogant Tsundere who frequently hits Shungo, but she also harbors feelings for him and frequently angsts over whether or not he likes her back. She has so much insecurity over her love for Shungo that she develops an alternate personality that comes out and attempts to rape Shungo in an attempt to convey her feelings to him.
 * Mirai Nikki: Tsubaki Kasugano, aka the 6th, and Yuno Gasai. And Yukiteru's always been The Woobie but he also becomes more unstable and more of a jerk as the story continues.
 * Almost all of the diary holders are Jerkass Woobies, in one way or another.
 * Mio Hio and Satoshi Hiwatari of D.N.Angel.
 * Taiga Aisaka of Toradora!. Her violent emotional mood swings and stature complex stem more from having a broken family than romantic issues, making her a borderline Broken Bird.
 * Michio Yuki of MW judging by his backstory of being kidnapped and by a criminal who becomes a priest in the future. Does that end for him? No, he gets exposed to the titular chemical warfare that not only turns him into the villain that he is, but also gives him occassional headaches, getting hospitalized at one time, and only has a few years left to live. You can't help but feel sorry for this guy even if he's beyond redemption.
 * In Nausicaa of the Valley of the Wind, Kushana, who is introduced in the film version as a seemingly steriotypical evil queen ("Nice valley. Think I'll keep it."), her status as an apparent Card-Carrying Villain is quickly subverted. This apparently was deliberate on the part of the writers: Miyazaki describes Nausicaa and Kushana as "two sides of the same coin", largely differing in that Kushana has "deep, physical wounds".
 * Azumanga Daioh: If her dreams are any indication, Tomo has massive insecurities, which leads to her being such a Jerkass.
 * Rin from Kodomo No Jikan, especially in the earlier volumes. Yes, she has had a rough childhood and clearly needs to be helped, but the way Rin behaves - ways that could get a basically innocent man sent to prison, or seriously hurt someone - is just nasty. And she knows it.
 * Dr. Tenma from the 2003 version of Astro Boy. He's a control freak of a father to the point of abuse, yet watching the last few episodes one can't help but feel sorry for him.