Then there's Susie in "Chains", whose bad luck (which may or may not have been a direct result of her ripping up a Chain Letter) goes to incredibly extreme lengths.
The Homestuck bloodswap AU fanfic Red Dead Virgo has a red blooded Kanaya fit this trope very, very well. Due in no small part to copious amounts of well written but heart-breakingly tragic break the cutie.
The author behind Tiberium Wars and Forward has a borderline obsession with Woobies, pointing out in one of his author's notes that (paraphrased) "if I like a character, I hurt them. A lot." This is especially prevalent in Forward, where River Tam is regularly put through the wringer, suffering constant mental breakdowns, injuries, and at one point is tortured by Niska.
In Tiberium Wars, Sandra Telfair becomes a complete woobie, with her being wounded and captured by the Black Hand for interrogation, then being beaten and nearly raped by a Nod soldier, then having to slit another Nod soldier's throat and being horribly hurt psychologically by doing so. Commander Karrde goes through this too, regularly beating himself up over the deaths of his own men.
Anyone who's read a certain Pokémon fiction involving a boy named Tommy will feel horrible, burning sympathy for pretty much every character. Not only for what's happened in their past, but the fact that once the protagonist manages to escape from the deserted island the story takes place on, he can either leave behind his only friends that aren't dead, or live in ridicule by all other humans who know who he is. But hey, his parents would never reject him. Neither his presumed dead birth parents, or his for sure dead adoptive parents. Gotta catch em all.
freya_sacksen likes hurting the That Guy with the Glasses cast. A lot. Especially of note is her "In Space" fic, where everyone gets broken but probably the main two suffering in that one are MarzGurl and the Nostalgia Critic. MarzGurl is generally like River Tam in an apocalyptic future and as for the Critic? Well, you try being tortured for centuries by Ask That Guy and Dr. Insano, end up failing to save the world and then actually give Ask That Guy the idea to start the whole thing off anyway and see how you feel.
Challenge: step 1 - log into Fanfiction.net, step 2- search National Treasure fics step 3- try to find a fic that IS NOT about Riley Poole tragic past, tragic present or tragic future...mixed with healthy doses of whumpage and comfort.
Flash and Spyro in the Legend of Spryo fanfic The Broken Line. Flash is close to only his grandmother, who died when he was young, and his brother, who goes missing. Then, after a lot of searching, Flash finds him dying. Spyro, on the other hand, is framed for the massacre of half a village, before being tortured for information by said village. Meanwhile, Nexus, the actual killer, is pretending to be Spyro and attacking the guardians while his mate and friends think that Spyro is attacking them. The actual Spyro enters Warfang while Nexus and the Grublins are attacking it. Cynder is the first to find him, and almost cripples his leg.
While he was portrayed as a Butt Monkey in the canon series, DaisukeMotomiya is usually portrayed as a woobie in non-canon stories. Two of them which are so excellent written that you would believe that they're canon in the first place. The first one is Zero 2: A Revision and the second one is Walkabout. In both of them, he's usually portrayed as a guy with an inferiority complex and behind his boasting and carefree nature is a lonely boy who just pretend this facade in order to cope with his unpopularity within his Digidestined group, at school and at home. In A Revision, his suffering at the hands of his nakama, who never seems to appreciate his hard work and is always putting him down for the smallest thing, allows the digivolved version of Devimon to put him through a Mind Rape which turned him into the homicidal, ruthlessfighting- killing-machine Darkheart. In Walkabout, he didn't get promoted to a Woobie, Destroyer of Worlds but he still kept his woobie status. In this story, he decided to do an "walkabout" through the Digital World in order to search his soul and improve himself so that he could be accepted by his peers. These stories are developed his character very well, making him an intelligent yet naive person who clearly has issues with himself and the others, and those who were disappointed on the canon's lack of Character Development on him should read these stories.
In Teenage Mutant Ninja Turtles section on fanfiction.net, Donatello seems to be rather popular with being hurt in some fashion on top of being emotionally abused by Shredder, and in some cases, his own brothers. lion-of-judah is one author that pretty much attacks Donatello at every moment.
Nobody Dies has, suprising as it may sound, Asuka as a woobie. Having her parents divorce early, being rejected from the Evangelion program and treated like shit by her mother in favor of a surrogate son shook her up so badly that she permanently scarred her back and neck so that it might look like she had a contact experiment. Problem is, everyone thought that Kyoko beat her at first. When Asuka confessed, Kyoko got drunk and lapsed into a five-minute My God, What Have I Done?. Even during the school dance (which might very well be Asuka's first real moment of joy in her life), the bitch couldn't resist to hint that there's no way Shinji might actually love her, he's probably only taking advantage of her; the poor girl fell for the trick and got so spooked that she ran away screaming. Rei and Kensuke retaliated by filming Kyoko and her ex-husband going into a storage closet and getting it on, then putting the footage onto Youtube. Even better, Yui completely agreed with their initiative and forbid removing it from the site!!!
It gets worse. It turns out that ND!Asuka is so emotionally messed up as to have developed multiple personality disorder. That doll the Canon!Kyoko talked do as if it were Canon!Asuka after literally losing her mind? ND!Asuka talks to it... and it "talks" back.
Team Fortress 2 masterpiece Respawn Of The Dead has the Medic as Herr Woobie. To only list a few of the horrible things that happen to the poor guy, he has to put down his pet zombie (is much more heartwrenching than it sounds), has to leave his beloved behind to die in a zombie attack, and is forced to decapitate the member of the team who was most depending on him so he doesn't become a zombie. The poor guy just can NOT catch a break.
Morphic has Gabriel, a Slugma pokémorph who struggles with daily life due to his screwed up biology. Being a mix between a human and a blob of lava, he's basically at risk of overheating and dropping dead. And the chances of overheating heighten when he experiments with his Pokémon side.
Travels Through Azeroth And Outland portrays the draenei as a borderline Stepford Smiler society focused on always remaining joyous and faithful to the Light (not to mention, as empaths who can tell if someone's slipping). However, draenei who suffer great trauma, especially while isolated from their fellows, can end up very unhinged. These draenei are called ashem. While not exactly shunned by society, they are kept at arm's length for fear that their unhappiness will spread to others. Balaa, an Ashem that the narrator meets in Azuremyst Isle, has struck at least one reader as a Woobie: One of the few survivors of a major orc attack, she's battle-scarred, missing a horn, and is painfully ashamed of what seem—to the narrator and the reader—to be perfectly understandable flash points and minor freak-outs.
The Metal Gear Solid fanfic Revolution (a side-story to a much longer fanfic that basically lives off the continuity of The Last Days of FOXHOUND) takes Big Bad Extrodinaire Liquid Snake and turns him into the woobiest woobie that ever did woobie. If anything, this is probably the first fic to ever attempt that feat.
Another Metal Gear fic, The Joy of Battle presents all of the Cobra Unit members with woobie moments but none so bad as the Fury who is injured and emotionally tortured to the point where he breaks, only to be sedated by the End's tranquilizer rifle.
Everybody in the Death Note fic Second Chances — but especially L. The author's putting the poor guy (maybe literally) through hell. Without even going into detail about the way his bad sleeping and eating habits are finally taking their toll on his body, he doesn't make friends easily and knows it, so his habit of losing left and right the few people he comes to care about hits hard.
In the Kingdom Hearts fanfic Fill the Moon, the author's mantra seems to be, "make the entire cast suffer until they break down and cry. Then sell ringside seats. You think this is an exaggeration? Please. Literally EVERYONE in the cast is given a day as a Woobie, and some of the cast just push down on the Woobie button and don't let up.
The best example is the little OC Nobody, the Cute Monster Girl Senayax. While being basically seven years old and trapped in a body that's just going through puberty already nets some major Woobie points, the author just will not stop making her suffer. To date, after around one hundred and fifty chapters of fanfiction, she has been both driven to suicide and murdered before being brought back from the dead, been forcibly impregnated on orders from her father by her lover, Zexion—who, as it should be noted, is around five years older than her—been forced to eat her beloved grandfather to survive after murdering him due to being an Unwitting Pawn in one of her parents' schemes to get her grandfather's money, being subject to an incredibly nasty and disgustingly sexual Mind Rape from the giant fucking Eldritch Abomination that lives inside of her body, almost dying due to the consequences of the previously mentioned forced pregnancy, and spending around four months in agony due to treatments designed solely to keep her alive during this pregnancy while the Messianic Archetype completely forgets her existence. To top it off, she watches her lover perform a Heroic Sacrifice to save her life, and thus get murdered by Sora before she decides to follow in his footsteps and commit suicide using the Keyblade as her murder weapon. Despite all this, she remains an eternal cheerful child who is a friend to all living things and tries to put on a happy face for her family, including the father figure who ordered her to be impregnated. Want to hug her yet?
Considering the above troper's remarks on Xemnas, this troper feels it's appropriate to bring up the fact that the author makes him out to be a woobie on occasion. Sure, she doesn't exactly justify or excuse his impregnating of Senayax, but considering he hadn't been around when the original experiment failed horribly, he wasn't out to murder her. If anything, the author makes him incredibly sympathetic with his My God, What Have I Done? freak outs and habit of becoming The Atoner. While what he did is certainly horrible, he's not as much of a monster as, say, Hollowmoon, and it wasn't on purpose. If anything, he's there to represent the consequences of being the leader and Superior. Despite the fact that he's incredibly flawed, this troper firmly believes he's still a woobie, (although definitely not to the extent of the rest of the cast.)
Pff, please. While Senayax certainly gets the worst of it, Demyx is probably the one who gets hit the hardest aside from her. After being emotionally, mentally, and physically abused by an older brother who he was desperate to gain the approval of for his entire life as Myde, he is suddenly and brutally almost-murdered by said older brother, who would have finished the deed had a Heartless not come along. Afterwards, he has such deep emotional and mental scars that he has a major Freak Out-cum-Minor Injury Overreaction on Xigbar's behalf after the other man is mildly wounded on a mission, not to mention a downright suicidal attempt to clean the entire castle using lye. Which is corrosive and leaves behind horrible chemical burns and open sores. And this is all due to his older brother beating him and breaking him down until he was horribly, horribly mentally scarred, enough so to believe that he deserved to be bitten and beaten by Xigbar. Of course, he eventually gets better, but that doesn't change the fact that he still needs hugs.
Larxene actually might tie for second place with Demyx. Yes, that Larxene. Considering she was raped and abused for three years by her ex-husband, who she brutally murdered in self-defense after he attempted to rape her for a fourth time, and is implied by Word of God to have had many, many abusive relationships, and, due to the fact that the author of the fic is open about being a rape survivor, has very realistic reactions to traumatic triggers or events. Despite this, she manages to maintain her normal Deadpan Snarker-slash-Dark Action Girl personality, albeit with a bit more depth under her sarcastic and caustic surface. She really, really deserved all the Cooldown Hugs from Lexaeus that she got. Poor girl.
Hell, the author just likes taking the strangest of characters, and turning them into massive, massive woobies. Case in point; the next biggest woobie in the story? Xaldin. And because of the way that the Mooniverse's canon works, this makes perfect sense. Let's see...
Before he finds his "soulmate," Luxord, he is twenty-nine, and quite blatantly a virgin. Now, that isn't a bad thing, per se, but considering his older brother, who he loves more than anyone else in the whole world is implied to basically do anything that moves, the pressure to find a lover wears down on him, especially considering he doesn't have a heart to really experience love. It takes him a long time, but he does finally accept Luxord's love and does end up happy. However, considering the author plans on going into their backstory as Apprentices to Ansem, in which Braig is still a slut and he's still a loveless virgin, expect him to get even more Woobie-fied later on...
You know who else gets beaten with the Break the Cutie stick? Of all people, once again, Vexen. He's constantly stalked by a lover he doesn't want, well, initially, at least, he's thirty-four and alone, and is shown to be cracking under the strain of having basically raised the other five Apprentices by himself. While he's not tortured as much as some of the other members of the cast, (perhaps due in part because of the author's major PSL for him), when he is hit with the woobie treatment, the author hits him hard.
You think Vexen being a Woobie is bad? Try Axel. Yes, BadassDeadpan Snarker Axel. While the author doesn't turn him into a Draco in Leather Pants, and actually makes him out to be the violent, dangerous, deadly-loyal man that he was supposed to be in Kingdom Hearts, his friendship with Isa/Saix, who is now in love with Xemnas, (whom Axel is not exactly on the best terms with), nets him some woobie moments, especially when he feels like Isa has stopped caring about him. And as of the more recent chapters, his pining for Roxas, who doesn't even exist yet, might qualify.
Ansem can definitely count as this on occasion. Considering Ansem watched his sons lose their hearts by basically being eaten alive right in front of his eyes, while he was powerless to do a thing, it's no small wonder that he's more than a little messed up by the time he's introduced in Fill the Moon.
To sum it up short, everyone in this fic is a Woobie of epic proportions.
Rain Nook in the YoshiEgg Series, up until you find out that she's being manipulated through her stone by an Eldritch Abomination-like demon. But you start loving her again in the beginning of Fantendo Chronicles: Episode 1, where she and Unten paired up and "went forward" after the Chaoti swarm, Rain supposedly still alive and not possessed anymore.
The fanfiction Street Sharks: Redux is basically the result of rewriting a silly cartoon in a way that's actually kind of dark and scary. As a result, the heroes have to go through a lot of nasty stuff, what with being kidnapped and mutated and all. Of particular note are them turning into sharksand flashing back to how it happened, and chapter six, which is the start of a story arc that gives a lot of unpleasant details about how Slamu gets kidnapped again and painfully experimented on a second time.
Jim Kirk gets Woobified quite a bit in reboot fanfics. In fact, there is an entire comm on fanfiction.net entitled "Hurt!Jim fans unite" and it's gotten to the point Kirk-centered Hurt Comfort Fics have become an in-fandom cliche. Spock and Chekhov get it alot, too, but in Spock's case it's justified since he is an outcast due to his half-human heritage, has daddy issues, and his planet blew up. In Chekhov's case it's justified because Chekhov has big adorable puppy dog eyes.
Poor, poor Rei Kakizaki, of Yukari Is Free. Develop poor social skills due to crippling shyness? Check. Have father and sister killed in zombie outbreak? Check. Be forced to beat her zombified mother to death with a bat to save her other sister? Check. Nearly raped by one of the soldiers who saved her? Check. Be constantly harassed by the team Jerkass? Check. Further traumatized into becoming mute by her sister sacrificing herself to save her? Check. Attempt and fail suicide? Check. Be told by a hideous demon that he's going take her to hell to serve as his endtable unless the man she loves kills thirteen random people? Oh my goodness, Check. At any rate, she seems to be, at long, long last, getting better.
DC Nation featured a series of flashbacks involving the life of Tempest focusing on the courtship and loss of Tula towards the end of a 5 year story arc involving bad things constantly happening to the character. The intent had been to show why Tula rocks and to break with the path DC comics had him on. What the writers ended up doing was causing Garth to earn the nickname "King of the Woobies" among the player and reader base.
And then there's poor Nyx from Past Sins. She starts out as a sweet, shy, curious little filly who just happens to have been created from a failed attempt to resurrect the evil Nightmare Moon. After Princess Celestia, terrified by the possibility Nyx could become Nightmare Moon, accidentally delivers her into the hooves of exactly the wrong people, things get very bad very quickly. When she seeks out the kazoo she had during her abbreviated childhood and gives it a mournful toot, it's hard to want to do anything but give her a hug and tell her everything will be all right.
The Axis Powers Hetalia fanfic Debt gives this treatment to England and America. By the end of the first chapter, they'd had their limbs cut off, had been raped multiple times, were utterly humiliated, and had their eyes torn out. That's barely scratching the surface of all that they go through in that fanfic.
There's also Feverish, which takes poor Canada's tendency to be overlooked and makes it even worse, as his actual government begins to forget about him. This leads to him getting horrifically sick (vomiting, flue-like symptoms, passing out, extreme nosebleeds, paralysis, panic attacks, and, at one point, respiratory arrest) while America, Britain, and France try their best to keep him alive.
Awakening does this to America and Canada. They were captured in battle and delivered to Joseph Mengle. The story begins with Russia finding them dead. In flashbacks, we find out everything that happened, including Canada having his eyes injected with dye to "correct" the color and America being infected with diseases and vivisected. They are rescued, but then they have to live with the knowledge that they couldn't stop Mengle or save any of his prisoners.
By the same author who did Awakening, there's White Winter, which woobie-fies America as he is kidnapped by General Winter and used as a toy for his amusement. The Nordic countries, Canada, and Russia can all be seen as this as well, given that the fic says how they all went through the same things America did when General Winter was interested in them.
As far as White Winter is concerned, Russia gets extra woobie points. Sure, all of the above were abused by General Winter, but he was a child for it, and the other nations don't trust him at all.
Collection Of Sacrifices, a MLP: FiM fic, has Jadie. In the first two chapters alone, she's torn away from her family, kidnapped and forced into the army, forced to watch a public torture session on someone she presumably looked up to, has no friends in the camp (so far), and we leave off at chapter two with her being attacked. The one character who provides her any sympathy is still a rather large Jerk Ass. It seems like this many twists wouldn't work well, but the author(s) manage to pull it off spectacularly.
Splodge also gets the Break the Cutie treatment, considering the fact he has to be babysat FOR A MONTH by his psychopath cousin who plays Russian roulette with him. Jeromy is so terrifying to poor Splodge that he manages to reduce Splodge to tears and vomiting.
Danny Dingo easily qualifies as a Jerkass Woobie in the fic after he gets infected with AIDS/HIV In the final chapter, his tragic past is revealed, he had an abusive father who locked him in a closet and once threw him off a cliff just cause Danny was born with black fur. Furtermore, Ma dingo bartered him off in exchange for sex only to buy him back after his father was institutionalized. No wonder Danny because such a scheming jerk.
Luso: His mom, sister and grandfather died in the first chapter and his dad died before that. There is hope for him as Luso wrote his grandfather's and sister's name in the book so there is the chance that they are alive.
Adelle: Her father was brutally murdered in front of her. She understandably still has nightmares about it.
Kanin: Has been on the receiving end of Fantastic Racism, due to being a Feol Viera.
Marcel Bernier is very much the woobie, as well, being the Unwitting Pawn and The Atoner, and having a criminal older brother. He and Holmes have a woobie-to-woobie discussion that's just one big Tear Jerker.
Both Holmes and Watson in The Ghost Map - true, Holmes is the one to be shot and injected with cocaine over-dosage, but Watson is the one to be helpless while Wiggins dies and to watch Holmes hover at death's door.
From the authors of Mortality and A Study in Regret comes the Children of Time series, a Crossover with Doctor Who and Sherlock Holmes. The Tenth Doctor's woobie status is quickly established in the first episode, having just come out of the events of "Doomsday" and "The Runaway Bride", and Holmes's status is cemented after a Break the Cutie experience mid-series. Watson falls into this category two episodes later, and Beth Lestrade and Sally Sparrow achieve this in the three-part finale. Beth quite possibly outranks them all, being the only character to actually dieand then come back to life.
Nahuatl is the personification of the southern portion of the North American continent. When we first see her, she is a friendly woman who loves her sister. Then, Spain comes across her and beats her, steals her gold, and infects her with diseases that leave her fevered and raging.
Gaho is the personification of the northern portion of North America. At the beginning of the story, she gives birth to twin boys and is very happy with them. Then, the European nations start coming into her land. First she runs into Spain, who tries to force her to give him one of the twins. She fights him off, but is beaten unconscious and has her arm slashed with a knife. Then, she realizes that France and England are both occupying her land, and she is unable to drive them out. No matter what she does, her people turn against her to side with them. And as the story goes on, her children turn from looking like Native American boys to having white skin and blond hair, symbolizing how Gaho no longer has control of her land. She is forced to give one of the boys (Canada) to France, and the other (America) to England, because neither of the children remember her or how to speak her language. The story ends with her as an old woman, living on a reservation and hoping that one day, her children will remember and go back to her. The story was so depressing that the author finally gave in and wrote a sequel, where Canada remembers Gaho and brings America to find her.
Stephanie Salvatore in "To Build A Home", first she has her mind messed with by Katherine. Then develops an addiction to blood living by her own with anguish for every person that she kills. She then falls in love with Klaus only for him to abandon her on multiple occasions and make her forget him and that's just her backstory. In the story she gets raped and is eventually forced to leave by Klaus to save her dying brother.
Bentley the hyena from the Rango fic "Snakes With Guns". He watched his own father's execution, grew up a slave, went insane and tries to mask his angst with a Sad Clown routine. Sometimes he can't take the pain anymore and breaks down crying. At least Priscilla is there to comfort him.
Jobeaux - To a lesser extent somehow; thankfully (so far), he gets better, marries Annie, and has a daughter.
Roger Jr. - Other than being forced out of town due to a house fire alongside his parents and sister, he becomes a thief to support the family. It is implied that hopefully the relationships are perhaps anything but strained thanks to their parents' Big Damn Heroes moment before.
Suzie - Although an otherwise minor character, she seems to be heading that route lately as of now: her older brother Henry'sHeroic Sacrifice has left her shellshocked and on the verge of tears. The implication that she could still be hunted down by those same kidnappers doesn't go well for the little girl.
In Fantasy Of Utter Ridiculousness, Once Megas arrives in Gensokyo, it's just one thing after another for Patchouli. Between needing to make a trip in post-storm weather (a combination of heavy moisture and sunshine, the latter of which she canonically detests), almost getting run over by super-sized fairies, getting trapped inside Megas for the duration of its battle against Suika, dealing with asthma aggravation and Coop's refusal to heed her advice... When she finally returns to the SDM, she's stressed out enough to intimidate Remilia and Sakuya into shutting up.
Lind's Back Story in Ah Archfall reveals that up until the original Angel-Eater incident, she has had a VERY hard life. Jago isn't much better but somehow he's still smiling.
Pikachu of all Pokemon is this in A Pikachu in Love. After spending the entire fic questioning his bond with Ash and worrying that one day Ash will grow up and forget about him, when he finally realizes how much Ash and Co. do love him, he still has to decide between them and his new love Pichi. When he finally does decide to stick with Ash and Co., the scene where he has tell Pichi this is really heartwrenching, especially Pichi had just told Pikachu she loved him not a second later. And then there's the No Holds Barred Beat Down he suffered from that Ursaring earlier in the fic that nearly killed him. It's a good thing Misty finally gave him a hug and told him it was alright at the end of the fic, since by the point the audience would have likely done the same...
Amanda Adams from the Fairly OddParents fanfic Never Had A Friend Like Me. Her parents are well to do, but totally neglect her, seeing any attempt at interaction with her or spending any cent on her to be a waste of time and money. And they've told this to her face so often that she knows it by heart. As a result her self-esteem is so low, she doesn't feel she should be upset by it, so she can't qualify as a Fairy Godparent, and sees Timmy's parents as perfect . Even Norm feels sorry for her, and a lot of his development comes from realizing that he would torture such a girl in the first place. Her reaction when Timmy tells Amanda the truth about Norm is just heartbreaking. Thankfully Timmy's friendship, and Norm's own growing affection help her get better.
In Horseshoes and Hand Grenades Yuki Jojima gets hits hard. Her best friend (Gentaro) is dead and resurrected by a serpent, her other friend (Kengo) brainwashed and serving him and she is currently blaming herself for not being able to save her best friend because, as she states, all she did was yell "Stop!". To twist the knife further, almost every villain she's encountered will mock her and remind her that she's pathetic and she's not strong enough to save anyone.
Much of the main cast of Brainbent being as its set in a psychiatric hospital. Some more prominent examples include:
Gamzee, a friendly, easy-going stoner type-A Stepford Smiler with a Dark and Troubled Past and resultant ptsd and depersonalization issues who believes that if he just keeps on smiling and trying to love everything (to Extreme Doormat lengths) it will all work out okay.
Dave, an albino 15 year old who self-harms and is in denial that he was ever abused by his brother.
Homestuck AUHivefled has more than it's fair share as well. For starters, there are the Kin, the trapped ghosts of teenagers kidnapped, raped, tortured and eventually killed by the Condesce and Grand Highblood.
The Psiioniic. Wired into an engine, raped repeatedly for centuries by a crazed Yandere, and forced into having sex with his equally unconsenting daughter.
Tsukey. A member of the sufferist cult and Tavros' former palecrush. Captured and tortured for information, ended up as one of the aforementioned kin.
In Gensokyo 20 XX, just about the everyone is to an extent but the most noticeable ones are Reimu, Chen, Rumia, and Eirin, though in the sequel, Eirin takes the cake in that just about everyone she knows is pretty much hostile towards her, due to the stress, she begins developing anemia and has lost most of her to alopecia, and in the end she commits suicide and, wanting to die that badly, she succeeds.
Let us start with our hero, Marcus. The TCB War has turned him into a nearly empty and almost psychotic shell of a man. And even before that, he lost his dad at a young age and witnessed the worst of mankind during his time as a soldier during the wars in the Middle East. The war itself also caused the deaths of the rest of his family, forced him to Mercy Kill his ponified brother, and that's not even getting to the downright horrific things he's seen and done throughout it.
TCB!Spike. When he and Rarity realized what was happening to the other Elements of Harmony, they tried to escape, but failed. Not only were his friends and the mare he was in love with corrupted by darkness to be the Queen's tools of evil, but he himself was imprisoned and horribly tortured for going against the Queen. When Trixie finds him, he's pretty much a shell of his former self.
Sometimes she babbled about events that had yet to happen, or screamingly re-experienced past horrors, not just from her own life, but of Eldritch nightmares from eons before Equestria's founding.
TCB!Cadence, who was betrayed by her true love thanks to him being brainwashed into an unshakable fanatic for the Queen's cause. In Marcus' words, TCB!Shining Armor "attempted to subdue [Cadence] and drag her to the Tyrant with a smile."
TCB!Luna, who was sickened and wracked with guilt by what Celestia was doing, and tried to help the humans... and was turned to stone for it. By Celestia herself.
Every surviving human. No, ponified ones don't count. And the pony sympathizers who work with them who have seen what happened to Equestria, and hate every minute of it.
The war started in 2020, the story itself is set in 2023. Millions of people were made refugees in that time, this is because of the The Barrier, which annihilates any human or human-made object in its way (not even leaving dust behind). Even if you haven't lost your home yet, that's billions more counting down until the barrier is on their front lawn. Try living three years, attempting to go about your daily routines, knowing that is your world's fate, dying by inches.
TCB!Sweetie Belle and TCB!Applebloom as well, who could only helplessly watch as their beloved sisters became hateful xenocidal nutjobs hellbent on destroying all of humanity.
Hyong-Jin from the Asia Side Story. His father died when he was young, then he discovers his mother and little sister (whom he vowed to watch over after his dad's death) were ponified with the rest of North Korea, and then he finds that his home country was nuked to the ground. And according to the author, the Trauma Conga Line will probably only keep going for him for a while...
Shockingly, For Whom the Bell Tolls reveals that the TCB!Mane Six are this. TCB!Twilight was initially against the ponification plans, and ended up getting horribly Mind Raped by the Queen, and was imprisoned in her own body while a dark personality was implanted to take over it. All she could do was helplessly watch as her friends all suffered the same fate, and all of them committing Moral Event Horizon grade acts against the humans. When Luna explores her mind to get some information, TCB!Twilight desperately begs Luna to kill her. Special mention goes to TCB!Rarity, who was the last one to be corrupted; she realized what was happening and tried to escape with Spike's help, but failed.
Viktor Kraber, a borderline-psychotic officer in the Bundeswehr. It's pretty clear that losing his children to TCB!Pinkie Pie drove him over the edge.
Peekaboo the Met, whose timid personality came about due to torture at the hands of Wily.
Nomad is activated by mistake, feels pain almost immediately upon waking, is unable to speak, overhears Wily talking about wiping her memory, and doesn't get a name before running off.
Mega Man Recut has Mega Man. The poor kid just wants to perform science experiments but instead is constantly forced to fight Dr. Wily and his forces, with all the physical and psychological issues that entails. He develops massive self esteem issues and begins to wonder whether he's a human or a robot. He has to deal with constant family problems and his brother tries to kill him on a regular basis. It's very hard not to feel bad for the guy.
Poor Grace Wayne in The Dark Knight fanfiction Question of Honor. First she has to flee her wartorn homeland, leaving the few family and friends that had survived behind, knowing full well she probably won't see them again, married to somebody who is distant to her, falls in love with him while he's in love with another woman and later has to support him while all of Gotham turns against him.
Taken Up to Eleven with John Gage in this series of Emergency! fics. His parents died when he was young and his uncles terribly abused him. During the series, he gets beat up several times,tortured at least twice,mauled by a bear,shot,stabbed,infected with malaria,infected with measles encephalitis,sick several times with other stuff(triggered by losing his spleen in canon,which leaves a person prone to illness)gets dragged through the snow tied to a horse,is temporarily blinded,gets in several mishaps with Roy,...and has a mild autism condition through it all'. The author openly admits that a real person who suffered all that would end up in a padded room someplace.
Megavolt: His best friend and several classmates were killed when Drake/Negaduck burned down the school at prom, hasn't dared to go near his parents since that night since Negaduck promised to kill anyone important to Megavolt, has been trying to stop Negaduck for years before the others arrived on the scene, and is gradually having his memory destroyed by his powers with no way to stop it.
Quackerjack: Mother died when he was born, his father was poisoned by Negaduck, his brother Bobby tried to take care of him when his sanity originally began to fray until the day Negaduck killed Bobby right in front of him and pushed him completely into insanity to the point where it took a lot of work to return him to even a state of semi-stability, lost absolutely anything from his life to the point where the only things he could lose are his new friends.
Bushroot: Originally didn't get his doctorate because of sabotage, had all credit for his work stolen, forced to experiment on himself by Negaduck and turned himself into a mutant plant/duck, and had his two friends killed and was framed for the crime initally. Oh, and it turns out his family are a bunch of criminals who don't associate with the White Sheep of the family and have to eventually leave the city to avoid Negaduck killing them.
Liquidator: Shoved into contaminated water that mutated him into his current liquid state, had his wife killed because of Negaduck, his son was kidnapped and sold off to SHUSH in order to be used for mutation experiments, and the only possible lead that he's found so far was lost.
Ursa from the Avatar: The Last Airbender fanfic Guide Me Home; it's mentioned that she was happy once, but being beaten and burned by her power hungry husband (who later goes on to be the Evil Overlord), murdering her father-in-law in order to save her son, being forced to abandon her children, and going into exile has turned her into a rather bitter and cynical woman by the time the story begins. It gets worse, with her home being burned down, the closest thing to a friend she has being kidnapped by the Fire Nation, her own capture and torture at the hands of Admiral Zhao, and she sees just how twisted her daughter has become under the "care" of Ozai. It takes some time before she even begins to heal, and it is not a quick or easy process, but she makes it.