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MoralEventHorizon in WebAnimation.
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* ''WebAnimation/AnimatorVSAnimation'':
** The Dark Lord crosses it twice.
*** The first time is when [[spoiler:he terrorizes his own kind.]] He and [[spoiler:The Chosen One]] already did this to some other people, but '''''NOT''''' to [[spoiler:other stickmen]]. This is the moment when [[spoiler:the Chosen One, the Dark Lord's ally, [[HeelRealization starts having second thoughts.]]]]
*** The second time is when he [[spoiler:creates Vira Bot, a virus that destroys anything it touches. It's first target is the Animator who tormented and used them years ago, now with a new computer. The Chosen One [[HeelFaceTurn ultimately goes to save the same man who tortured him years ago]], [[EvenEvilHasStandards seemingly seeing him as better then the Dark Lord.]]]]
* The title character of ''WebAnimation/DoubleKing'' crosses it within the very first 30 seconds by killing Ratking Augustus the Agreeable and usurping his kingdom. For his crown.
* Your mileage may vary on this, but in ''[[http://bogleech.com/animations.html The Fear Hole]]'' Professor Melancholly gets this in [[http://browse.deviantart.com/?qh=§ion=&global=1&q=The+fear+Hole#/d1ovt1g Episode 7]] when he [[spoiler: murders the adorable childlike Antagonizer in cold blood. What really sinks this past the horizon is that Antagonizer was telling Melancholly that he loved him.]]
* The most despicable character in ''WebAnimation/GothamGirls'', a web-exclusive tie-in to the Franchise/DCAnimatedUniverse, is surprisingly not any of the supervillains but rather [[TyrantTakesTheHelm Acting Commissioner Greenway]]. Throughout the series she commits numerous violations of police ethics, notably trying to kill criminals from the get-go instead of attempting to arrest them first, but the point at which we realize how twisted she is is when, after Commissioner Gordon returns and she has to step down, she takes out her rage by ordering Catwoman, Harley, and Ivy beaten to death in prison. Thankfully, they escape.
* ''WebAnimation/HappyTreeFriends'':
** Shifty crosses it in "[[Recap/HTFSeaWhatIFound Sea What I Found]]" when he leaves Lifty to die in the submarine, just so that he could survive and have all the gold. While he has killed his brother a few times before where he at least had some reason to, outright leaving him behind instead of helping him is a new level of cold. He later receives a KarmicDeath.
** Lumpy crosses this the moment he dropped [[TheWoobie Toothy]] into a box full of active, razor-sharp toy teeth, just so he can make a few extra dollars off of the latter's organs in "[[Recap/HTFWereScrooged We're Scrooged]]".
** The Ants had always pulled [[{{Sadist}} sadistic]], [[DisproportionateRetribution disproportionate]] ColdBloodedTorture against Sniffles, but they ultimately cross the line in "[[Recap/HTFTongueInCheek Tongue in Cheek]]", when they use his mind-controlling machine against him to put himself through a brutal MutilationConga. Thankfully, [[TakeThatScrappy they’ve never appeared since]].
* ''WebAnimation/LlamasWithHats'': Carl crosses it in the very first video where it's revealed that he brutally stabbed someone to death and ate their hands, [[SerialEscalation which is nothing compared to what he does in the later videos]].
* ''WebAnimation/TheMostPopularGirlsInSchool'': [[spoiler: Jenna Darabond crosses it right off the bat in Episode 31 when she reveals that ''she'' was the one who burnt down the Atchison mall—because [[ClingyJealousGirl she wanted Justin all to herself]]. In the eyes of fans, she also crosses it by hating Amberlynn Weggers]].
* ''WebAnimation/RedVsBlue'':
** [[KnightOfCerebus Agent Washington]] ''seems'' to cross the line when he [[spoiler:"kills" Donut and Lopez]] during ''[[WebAnimation/RedVsBlueTheRecollection The Recollection]]'', however, [[spoiler:the reveal that [[NotQuiteDead the two survived]], as well as Washington's HeelFaceTurn later in the series, ultimately make this a [[SubvertedTrope subversion]]]].
** ''[[WebAnimation/RedVsBlueTheProjectFreelancerSaga The Project Freelancer Saga]]'':
*** [[ManipulativeBastard Gamma]] is revealed to have crossed the line back during the Project Freelancer days with the reveal that [[spoiler:it was ''him'' that caused Alpha to go insane, doing so by constantly putting him through simulations that always end with the death of someone Alpha cares about, an action even ''the Director'' [[EvenEvilHasStandards feels is out of line]]]].
*** [[AmbitionIsEvil Sigma]] is revealed to have crossed the line back during the Project Freelancer days with the reveal that [[spoiler:he was the one that caused Agent Maine to become [[ImplacableMan The Meta]], with his first orders of business being having The Meta brutally rip Eta and Iota out of Agent Carolina's head before throwing her off a cliff to her supposed death]].
*** While [[KnightTemplar the Director]] is ultimately portrayed as a TragicVillain, there are two particular moments that could be considered crossing the line. The first comes from the Project Freelancer days, when [[spoiler:he abandons Carolina, ''his own daughter'', after the A.I.s have a breakdown, leaving her screaming in pain on the floor and not doing anything about it]]. The second moment comes from the present, with the reveal that [[spoiler:he has been putting Agent Texas, the A.I. clone of his deceased wife, Allison, through [[ColdBloodedTorture Cold-Blooded]] MindRape in an attempt to create the perfect copy of the original Allison. By the end of it, Tex has been put in a state similar to that of Alpha back during his own torture]].
** ''[[WebAnimation/RedVsBlueTheChorusTrilogy The Chorus Trilogy]]'':
*** [[KillerRobot Lopez Dos.0]] crosses the line when he takes control of CC and attempts to kill the Reds and Blues.
*** Along with the reveal of being EvilAllAlong, [[spoiler:[[TheSociopath Felix]] is revealed to have crossed the line by prolonging the Chorus CivilWar with the purpose of ''killing everyone on the planet''. While he may have been hired by a third party to do the job, Felix makes it clear that he's mostly going along with it [[ForTheEvulz for the chance to kill as many people as he wants]]]].
*** [[spoiler:[[WarForFunAndProfit Control]], Locus and Felix's mysterious employer]], had already crossed the line given that [[spoiler:it's their plan to wipe out the population of Chorus]], but the reveal that [[spoiler:his true identity is [[GreaterScopeVillain Malcolm Hargrove, aka the Chairman]]]], makes this worse [[spoiler:when you take his prior actions into account]].
** ''[[WebAnimation/RedVsBlueTheShisnoTrilogy The Shisno Trilogy]]'':
*** [[spoiler:[[FromNobodyToNightmare Temple]]]] has two particular moments that can be considered crossing the line. The first comes with the reveal that [[spoiler:he's been murdering Freelancers by [[CruelAndUnusualDeath locking their armor and then leaving them to die of starvation/dehydration]], which he then attempts to do to both Wash and Carolina]]. The second moment comes with the reveal that [[spoiler:he created Church's "message" using an old recording, then used the "message" to lure the Reds and Blues out, which he proceeds to rub in their faces]].
*** [[spoiler:[[AGodAmI Genkins]]]] crosses the line by [[spoiler:[[KillTheCutie killing]] [[TheCutie Huggins]] by sending her into a black hole]].
* ''WebAnimation/{{RWBY}}'':
** [[ANaziByAnyOtherName Adam Taurus]] turns out to have a lot of issues with Blake for abandoning him during the Black Trailer. [[spoiler:He tells Blake he intends to destroy everything she ever loved for having the temerity to walk away from him. He stabs her to provoke Yang, then slices Yang's arm off. When Blake tries to shield Yang's body with her own, Adam victim-blames by asking her why she has to hurt him, then decapitates her. It turns out to be one of Blake's shadow clones to give her time to flee with Yang, but the illusion fooled Adam and he didn't hesitate to decapitate her. And later in Volume 5, he murders his boss Sienna Kahn in cold blood without a care in the world just to take her place as High Leader of the White Fang, this action disgusting even [[EvenEvilHasStandards Hazel]] himself. He then orders his troops to kill Blake's family just to spite her for her leaving him during the Black Trailer.]]
** [[LadyOfBlackMagic Cinder Fall]] crosses the line when she almost kills the Fall Maiden, Amber, in an attempt to steal her powers for herself. [[spoiler: Later, she finishes the job, and murders Pyrrha by [[CruelAndUnusualDeath burning her from the inside out.]]]] She almost appears to pull back from this in Volume 8, only to YankTheDogsChain in the final episode of the season, [[spoiler:by pretending to make peace with her former rivals, even taking their opinions into consideration, only to gruesomely execute both of them when she's done using them (Watts by setting his command center to self-destruct, Neo by throwing her into the void between worlds)]].
** There could even be a case that the BigBad [[TheDreaded Salem]] had some redeemable quantities back when she was a [[spoiler:false goddess]] - until she intentionally sicced the Grimm on any worshipers who weren't ''completely'' obedient to her. This is what convinces [[spoiler:Ozpin]] that she cannot be reasoned with.
** [[AxCrazy Tyrian Callows]] was clearly not a gentle lamb when he was first introduced, but he spends all of Volume 7 showing how much of an irredeemable psychopath he truly is. [[spoiler: Over the course of the volume, he slaughters over a dozen innocent civilians at Robyn's campaign rally, murders Clover in cold blood using Qrow's sword so that he can frame him, and takes sadistic glee in rubbing it in how Qrow's friend is dead and he's going to escape.]]
** [[FourStarBadass James Ironwood]] always tread the line in his contributions to the fight against evil, but Volume 7 sees him teetering closer and closer to the edge as the heroes try to keep him from JumpingOffTheSlipperySlope. [[spoiler: In "Gravity", he learns that Salem is coming to attack the kingdom personally, and decides to raise the floating city of Atlas into the orbit to escape her. When Blake points out that he'll be leaving the remaining citizens of the kingdom to be killed by the Grimm, he calmly states, "Yes, I would," with the same ease you would ask to have your lunch to go. No more than two episodes later, Oscar tries to talk sense to Ironwood, and concludes that Ironwood's extremist mindset makes him as bad as Salem. Rather than disputing the point, Ironwood just shoots Oscar.]] His actions in Volume 8 confirm his descent into villainy when he [[spoiler:guns down Councilman Sleet, a defenseless, democratically elected official, in ''cold blood'' just for demanding answers for his recent actions, and threatens to destroy Mantle with a nuke if Penny is not returned to him, with the next episode confirming that he fully intends to follow through with said threat]].
* ''[[WebAnimation/Supermarioglitchy4sSuperMario64Bloopers SMG4]]'':
** Francis [[spoiler:kidnapping almost half of the Inkling population, Meggy included, in order to extract their ink for the sole purpose of fueling the Ink Weaver to a point where he can have an island full of waifus. Keep in mind that most of the Inklings [[WouldHurtAChild are only in their early teens]]. If all that doesn't do it, his murder of Desti sure does]].
** While [=SMG3=] had always been known as a villain, [[spoiler:attempting to erase the [=SMG4=] crew in The [=YouTube=] Arc is where he goes from being a comical villain to a truly serious one, and marks the point where he nearly becomes irredeemable, until the Genesis Arc where he seemingly abandons being a villain]].
** [[spoiler:[[GreaterScopeVillain SMG0/Niles]] crossed it ''before the series even began'' by [[HeroKiller brutally killing Spudnick]] and [[OmnicidalManiac destroying his universe]]. If that doesn’t do it, his possession of Axol, which ultimately results in his death, definitely does]].
* ''WebAnimation/StoryBooth'':
** "[[https://www.youtube.com/watch?v=3Vtb64wZkzs 16 and Pregnant]]":
*** [[AbusiveParents Poppy's parents]] cross it by disowning their daughter for being pregnant, [[LackOfEmpathy uncaring]] that she was ''[[SexualExtortion extorted]]'' into having sex with Aiden.
*** Aiden crosses it by exploiting Poppy into having sexual contact with him.
** The AlphaBitch from "[[https://youtu.be/mhM0QGva0gc Finally Accepted for Being Albino]]" crosses it when she deliberately shoves Lulu into the pool against her will, leading the latter to almost drowning to death.
** In "[[https://www.youtube.com/watch?v=TWU0ZvsssR4 So What If I Love Anime]]", a bunch of bullies cross it by ''[[BullyBrutality throwing rocks at Kodi]]'' [[DisproportionateRetribution just for her anime hobby]].
* Mecha Sonic (renamed Metallix in the reboot) from ''WebAnimation/SuperMarioBrosZ'' crashes the Death Egg into Mobius, murders Tails, Amy, Knuckles, Cream, Cheese, Rouge and Omega simply to fulfill his bloodlust, and turns the planet into a burning wasteland. And this was after he was just created once he merged with several other Metal Sonics. He finds more lines to cross afterwards.
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