%% This list of examples has been alphabetized. Please add your example in the proper place. Thanks!

* Finn of ''Roleplay/{{AJCO}}'' suffered one before he even appeared in the AJCO storyline, having once been a perfectly normal human that was cursed, killed, turned into a man-eating demon, and then accidentally summoned and bound-by-soul to a clueless witch. He does his best, but [[TheWoobie the poor guy]] has been through a lot.
** Three-eyed, foul-mouthed cactus alien Kube may not be a conventional "cutie", but they become pretty upset when Vinnie gets [[spoiler:their throat ripped out by the above-mentioned demon]], snapping at people that tried to help them and fretting constantly. Seems to be getting better having made amends with Egg, though Vinnie's situation hasn't improved much.
** Of all the characters on the server, Egg gets the closest to the DespairEventHorizon after she is nearly forced to [[HeroicSacrifice commit suicide to save her allies]] following several more minor [[HeroicBSOD BSOD moments]]. Her time away from the Crew and in Katton with her friend [[spoiler:or lover?]] Kube is healing her, however.
* Blog/AskKingSombra has this happen to Coffee Talk [[spoiler:via her situation and Sombra's EnemyWithin giving her a BreakingLecture]] and Caribbean Splash [[spoiler:when his best friend Whistler is killed in the fight with the Crystal Wolves]].
* WebVideo/BennettTheSage tries to break WebVideo/JesuOtaku twice ForTheEvulz, first by making him review ''Eiken'' and then later on with ''Anime/MasterOfMartialHearts''. In the latter case, JO admits to being broken after seeing [[TorchTheFranchiseAndRun the ending]], [[SubvertedTrope but quickly recovers]] once he realizes that it's just a bad work of fiction and that he has better things to do than let it get to him. He then skips out the door to enjoy a beautiful, productive day outside. Sage, on the other hand, [[HoistByHisOwnPetard quickly spirals into despair]] once he starts reflecting on what ''Anime/MasterOfMartialHearts''' existence says about [[HumansAreBastards the state of humanity]].
* This trope is not only performed brutally and horrifically in ''WebAnimation/BrokenSaints'', it's part of [[spoiler:the BigBad's plan: Shandala is raised in paradise by a loving, nurturing family, then taken away from said paradise and had bad thing after bad thing happen to her, all so that her empathic abilities would become fully realized and used to the BigBad's advantage]].
* For a LetsPlay example: LetsPlay/DeceasedCrab's [[http://www.youtube.com/watch?v=9qcTBp8gpNM&feature=channel_page playthrough]] of ''VideoGame/{{Eversion}}'' slowly [[DarthWiki/{{Eversion}} but surely]] traumatizes the normally happy-go-lucky [=LPer=].
** Actually, he was already long-since broken. All the way back to the [[VideoGame/LaMulana second game he LP'd.]] And in particular, it's a BonusLevelOfHell.
* Want to see a cutie and TechnicalPacifist break onscreen? Watch the end of Act II of ''WebVideo/DoctorHorriblesSingAlongBlog'', an [[http://www.drhorrible.com/index.html online Supervillain Musical]] by Creator/JossWhedon. (Meet Dr. Horrible, struggling geeky gadgeteer supervillain, and his archnemesis Captain Hammer, corporate tool and JerkJock super"hero", who regularly and casually beats up Dr. Horrible and then steals his [[WideEyedIdealist girl]]. But when he finally [[VillainousBreakdown snaps]], Dr. Horrible learns that EvilFeelsGood.
** Act III takes this so much further, with his breaking marking his [[StartOfDarkness ascension to true villainy]].
** And then there's [[LoveInterests Penny]]. She starts as a WideEyedIdealist who tries to makes up for her bad life by [[NeutralGood improving others' lives]]. Then, in act III, she finds out that [[HeroAntagonist Captain]] [[JerkAss Hammer]] is actually a JerkWithAHeartOfJerk who carries a speech/song about how much he is [[TheReasonYouSuckSpeech better than anyone else]] (especially the homeless) and telling everyone she slept with him, with nobody in the crowd calling on his jerkish behavior (even joining the song), the place being attacked by a [[VillainProtagonist supervillain]], and THEN the villain is revealed to be her [[DoggedNiceGuy cute]], [[ShrinkingViolet shy]], [[HollywoodNerd nerdy]] [[LaundromatLiaisons laundry buddy]] Billy. Really, after all that, "[[FamousLastWords Captain Hammer will save us]]" sounds more like she's trying to comfort herself.
* The UglyCute and adorably innocent Yellow Guy of ''WebVideo/DontHugMeImScared'' goes through absolute '''hell''' in Episode 6. For starters, he's completely alone now that both of his friends are gone (keep in mind, he was ''forced to eat one of them'' in the preceding episode), and he's left to endure yet another song from a crazy teacher by himself. Throughout the number, it's clear that he desperately wants to escape, fully aware that it isn't going to end well, and once the nightmares kick in, he ends up drowning in oil ''twice''. If that wasn't enough, he's then subject to [[spoiler:endure every single previous teacher (excluding the Notepad) along with several new ones, and it's so overwhelming that the poor guy can do nothing but scream and cry, slowly falling into insanity until Red Guy saves him by pulling the plug]]
* [[VideoGame/YumeNikki Madotsuki]] was already a broken wreck before, but ''WebAnimation/TheFrolloShow'' traumatizes her to near-''Anime/PuellaMagiMadokaMagica'' levels of cutie-breaking.
** In ''Frollo Gets Flashed by a Gothic Lolita'', she witnesses [[spoiler:numerous deaths of both allies and villains alike during the final battle. Later, she struggles against her fight against Wilford Brimley, while recalling those moments. Wilford then rubs salt in the wound by asking where her mother is, triggering flashbacks]]. After that flashback, she [[spoiler:summons an alternate dimension to kick Wilford's ass in... but the way she did it looks like she was going to [[DrivenToSuicide kill herself]]]].
*** It gets worse for her later on. The next episode, [[spoiler:Wilford had created an entire dimension after absorbing her sorrows, and the only way for [[Disney/TheHunchbackOfNotreDame Frollo]] and his allies to find him is to break her even more, sometimes by accident or forcefully (the latter giving a WhatTheHellHero moment to Frollo from [[EvenEvilHasStandards even the villains]])]].
** VideoGame/{{Ib}} suffers in the same episode when she witnesses [[spoiler:[[Series/SpartacusBloodAndSand Batiatus]] killing [[BigBrotherInstinct Garry]]]]. This enrages her and prompts her to deliver a brutal beatdown on Batiatus, [[spoiler: only for Batiatus to kill her in the end]]. [[Anime/PantyAndStockingWithGarterbelt Stocking]] and Madotsuki slaughter him in response, the former appalled at his actions.
* In ''Roleplay/TheGamersAlliance'', Marya Aurelac is a kind character but after her husband [[AntiVillain Kagetsu I]]'s sealing she is forced to live her life as a wandering prostitute. Things get better for her for a while when she is reunited with Kagetsu but then the warlock Arawn kidnaps and rapes her both for pleasure and to keep Kagetsu from rebelling against him. Marya is saved but only gets to spend a little while with Kagetsu who is later killed in battle. Marya is an immortal but her beloved Kagetsu is now dead so she realizes that she has to [[WhoWantsToLiveForever live her life without him for all eternity]]. This finally makes her snap, and she turns into a cold, ruthless individual who later kidnaps and corrupts Prince [[EvilPrince Geraden Aurelac]] of Maar Sul, her descendant, going even so far as to [[{{Ephebophile}} boink]] him in order to control him. Once she's made sure Geraden can take over Maar Sul without needing her to guide him any longer, Marya suffers from guilt of all the nasty things she's done and finds a way to properly commit suicide with poison which bypasses her curse of immortality in order to finally be reunited with Kagetsu in the afterlife.
* A lot of characters in ''WebAnimation/InanimateInsanity'' have become traumatized by the show’s sadistic nature, but the standout is Suitcase, [[TheIngenue a kindhearted, gentle soul]] and the only contestant who trusts [[ReformedButRejected Balloon]]. Eventually, '''''everything goes to hell'''''. [[spoiler:She just so happens to be in an alliance with Nickel, a cynical {{Jerkass}} who manipulates her into stealing a battery for the eighth challenge, and she’s unlucky enough to encounter Mecintosh while doing so, and his words cause her to become paranoid and doubtful of her alliance. It all culminates into HearingVoices and {{Hallucinations}}, and one of her panic attacks nearly causes her to drown during the eleventh challenge. During the same episode, Balloon, who she can trust and view as a genuine friend, is eliminated 5 to 1, so she’s naturally ''very'' upset.]]
** This also happens to Marshmallow. After forming a truce with Apple once they realize how trivial their conflict was, Apple becomes clingier by the episode, while Marshmallow, sweet as she is, just wants some space. [[spoiler:Apple (who was later revealed to have been possessed by Bow) eventually reveals that she was using their friendship to get farther into the game, and a furious Marshmallow ends their friendship once again, but she eventually begins to regret this, slowly developing an insecurity on “what’s real”. She then confesses to Bow that she hates competing on the show thanks to the toxicity it produces and negative impact it leaves on the contestant’s mental and emotional states, so she quits competing entirely and decides to live with Bow and Apple in Purgatory Mansion.]]
* In ''[[ComicBook/LessThanThreeComics LessThanThree Comics]]''' Brat Pack, resident Cutie Pixel tries to take on the psychopathic villain with a grudge, Gauss, all alone, while her teammates go home to change into their uniforms. Naturally, when they find out who she's fighting (the team's precog only knew something big was about to happen), they rush back, but are too late. Gauss and his teammate Helix, a sadistic psychic, had already done their worst to Pixel, leaving her a sobbing mess.
* [[http://narutofanon.wikia.com/wiki/Hibiki_Ōtori Hibiki Outori]] from a ''Naruto'' RP. Similarly to Sasuke Uchiha from the canon, Hibiki was a sweet, naive child, loved by his parents and just wanted to do his best. After witnessing his parents murder, he not only killed the murderers, but now flashes back to it from time to time, and, aside from his teammates and his adoptive mother, he can be quite cold and heartless, which he certainly was not as a child.
* In the ''Website/{{Neopets}}'' "Tale of Woe" plot, Sophie the Swamp Witch started out as a sweet and innocent child, but TookALevelInCynicism when her hometown was cursed and she was forced to flee into the woods. She was separated from her family for years afterward. Sophie is now a GrumpyBear SolitarySorceress.
* Sparadrap gets a couple such moments in ''Series/{{Noob}}''.
** The first is Season 3 finale when [[spoiler:Roxana kills his pets in front of them]].
** It happens again to a lesser extent in the Season 4 finale during [[spoiler:Arthéon's "Reason You Suck" Speech about the guild]].
* WebVideo/TheNostalgiaChick was a sweet kid too, with friends, a love for honorable men and wanted a huge wedding when she was six. But due to a lot of disappointments, she's now a lonely alcoholic who needs to abuse people to make herself feel better.
* WebVideo/TheNostalgiaCritic. Apparently he was a sweet enough kid to get into the Boy Scouts but his [[AbusiveParents parents were abusive enough]] to be drawn as monsters, his eighth-grade classmates pitied him for being a brat and he hid in the cupboard whenever he got scared. He once broke up with someone three times and they went [[StalkerWithACrush psycho-stalker]] on him and he got date-raped (and it would have to be similar to how Spoony acted on ''Spooning With Spoony 2'' so...ouch) on his prom night. With all that, wouldn't you be cynical and not doing so well on sanity?
** Hammered home in the Commercials Special. When he's on the verge of [[DespairEventHorizon giving up completely]], he takes out a picture of him as an eight year old and angsts about how he had such promise. But then, [[HesBack he]] [[CrowningMomentOfAwesome unbreaks]] [[CrowningMomentOfHeartwarming himself]]. At least for the moment, he's "[[IronWoobie pathetic but proud]]".
* Before Season 9 of ''Machinima/RedVsBlue'', few would guess that [[TheComicallySerious Agent Washington]] was anything but a stone-cold, die-hard badass. The more we see of him pre-[[spoiler:Epsilon unit]], though, the more it seems like he was a WideEyedIdealist who was even kind of {{Adorkable}} before he was broken beyond repair between seasons. Then one realizes the breaking kept going even after the Epsilon breakdown and he hid every bit of it. For the rest of his freelancer career he was hated by most every other agent in the project, was forced to harvest equipment from their corpses after they died, and kept working for a project he hated more than anything. Then, he had to brutally fight his former best friend on multiple occasions (eventually leading to that friend's death), randomly found a dead friend--who he thought died many years before in a completely different place, and is constantly betrayed by nearly everyone he knows. If there's one thing that goes with Wash, it's tragedy.
* Himei from ''Literature/SailorNothing'' is a "[[WideEyedIdealist cutie]] that already has been broken".
* Poor Maion from ''Literature/TheSalvationWar'' gets hit with this trope bad: she's a young angel who, when we first see her, has been addicted to heroin and forced to beg for more, then she gets forced into exotic dancing and later prostitution, then [[spoiler:she ends up in a concentration camp where she gets tortured to the brink of death and she and her mate have to flee to Earth to seek medical treatment from humans. Then it turns out her shattered wings are never going to heal properly and they have to be cut off. Fortunately for her, angels have a HealingFactor in this 'verse and they grow back]].
* [[https://www.youtube.com/watch?v=RBQ-IoHfimQ This viral video]] by Save the Children UK shows the effect of war on a little girl through a year's worth of single-second clips.
* Parodied in ''WebVideo/SupernaturalTheAnimationAbridged'' when Dean realizes [[Series/{{Supernatural}} his show]]'s tendency towards this, remarking "I can already taste the guilt".
* ''Roleplay/SurvivalOfTheFittest'' may as well be titled ''BreakTheCutie: THE ROLEPLAY'', for obvious reasons, due to the site's premise.
* The CerebusSyndrome-laden fourth step of ''WebAnimation/ThereSheIs'' just devotes itself to breaking poor Doki. As if getting harassed for dating Nabi wasn't bad enough, [[spoiler:she gets beaten to a pulp by an angry mob, who (whether it was an accident or not is never made clear) kill her pet hedgehog, and just to top it off, Nabi dumps her for her own safety]].
* ''WebAnimation/ViridianDreamsQuests--Vampire Quest'' is basically one long string of heartbreak with the player character we, in our foolishness, made a lovely, normal girl trying to bring a little happiness to the CrapsackWorld setting. Surrounded by pre-broken cuties and heading that way herself very quickly.
* Many, many innocent people in ''Literature/{{Worm}}'' undergo [[CrapsackWorld life-changing trauma]], but the nearest thing to this trope during the time of the story is probably [[spoiler:Parian]].
** [[spoiler: Bonesaw]] also underwent this in her past. The [[{{Sadist}} Slaughterhouse]] [[TheDreaded Nine]] broke into her house and attacked her family, causing her to [[spoiler: gain her surgery powers.]] She was then forced to heal the injuries the Nine inflicted on them, only for the Nine to hurt them again, and so on, for ''hours'', which continued until she had to let them die from sheer exhaustion. On top of that, they [[KickTheDog forced her to say she didn't love them]]. Afterwards, she [[spoiler: joined them to survive, leading to her BecomingTheMask]].
* Toki's past, if they are to be believed, started as this, particularly when she tried to run away from them and, as Brownie put it, [[http://akaichounokoe.deviantart.com/gallery/?q=rose#/d4n5qoy she was once sweet]] and only wanted to be loved. Let's see. Here they are:
** She was abused and then neglected, causing her to almost die of leukemia during the events of "[[http://akaichounokoe.deviantart.com/gallery/?q=flashbacks#/d5j8gg1 Flashbacks I]]", something that caused something in her to drive her insane in the next incident (see below).
** She returned to the place where she was once abused so she could get ahold of the inheritance money, but went insane during the events of "[[http://akaichounokoe.deviantart.com/gallery/?q=Insanity#/d4z8cib Insanity and Resentment]]" and has had issues ever since.
** Frailine (the one Toki abused) is also an example as per these statements:
*** She was imprisoned for being criminally insane after the events of "[[http://akaichounokoe.deviantart.com/gallery/?q=little+girl Little Girl's Revenge]]" when she almost killed Toki and damaged the border between this world and the next. Kind of a DisproportionateRetribution, compared to what Toki did to her (abused her and then, sometime afterward, sent her to Alaska attached to a bus by a magnet with no means of getting home).
*** Sometime after being imprisoned, she almost kills herself twice and is never seen again, as stated in "[[http://akaichounokoe.deviantart.com/gallery/?q=Frailine#/d5ha37q Diary of a Borderline Schizophrenic]]", driving Toki into more self-hate because of it.
* Elena in ''Literature/TwistedCogs'' goes though ''a lot'' of stuff, though she is still a {{Pollyanna}} through it all! creating a {{subversion}}.
* [[https://www.fanfiction.net/s/11086033/1/Creepypasta-Origin-Stories]] Laughing jack from Creepypasta Origin stories can also be considered this, all he wanted to do in the beginning was help a sad little boy smile, but due to a series of events, the boy was sent to a boarding school for a number of years, leaving Jack locked in his box for years, until he was corrupted/driven insane (Depending on your interpretation) from being left in there for so long.
* [[https://www.youtube.com/watch?v=7R7HCAXFBQY This animation.]]
* ''Literature/EntirelyPresentingYou'': It seems to be a major theme of the story.