* In [[http://ink-logs.livejournal.com/934.html Log #3]], aka the [[RegularShow Benson]][=/=][[RegularShow Mordecai]][=/=][[JimmyTwoShoes Heloise]] Log, Mordecai gets "I told you so" rights for ''life''. ''How'' does he earn those? Simple: he [[IgnoredExpert can't convince Benson that trusting]] [[DevilInPlainSight that sweet-looking little girl]] is a bad idea. Said sweet-looking MadScientist proceeds to [[spoiler: violate Benson with a crowbar, cut Mordecai apart and examines his insides while he's still fully aware and staring into the cavity of his open chest, then [[YourHeadAsplode shatters Benson's head]] ''just'' to keep him from screaming]]. The log ends with her [[spoiler: pulling out Mordecai's [[BeatStillMyHeart heart]] and watching him die. Her only regret? That his blood tastes like ink, which is the ''only thing'' leaving a bitter taste in her mouth after all she'd done]].
* Mordecai's [[http://ink-city.livejournal.com/50992.html attempts to communicate]] while [[spoiler: stuck in an AndIMustScream state under the [=InkWell=]]].
* [[http://ink-logs.livejournal.com/9819.html Log #36]]. Wherein [[spoiler: poor Jimmy]] gets PutOnABus in the most terrifying fashion possible: [[spoiler: slowly melting away in front of his friend/LoveInterest]].
* [[http://ink-logs.livejournal.com/12319.html Log #44]] and [[http://ink-city.livejournal.com/100869.html its]] [[http://ink-city.livejournal.com/102288.html aftermath]], wherein Heloise takes Rigby and [[spoiler: lobotomizes him -- without any kind of anesthesia -- and installs a mind-control chip so that she can force him to try and kill his best friend Mordecai. Rigby is [[AndIMustScream fully aware the whole time]] and unable to do anything to stop himself.]]
** And Benson, unaware of what's happened, [[spoiler: kills Rigby with a chainsaw, then goes MyGodWhatHaveIDone upon learning he hadn't destroyed an evil inkblot clone, but murdered the real Rigby]].
* [[http://ink-city.livejournal.com/113911.html What]] [[WesternAnimation/AeonFlux Trevor]] [[http://ink-city.livejournal.com/115341.html did to]] [[WesternAnimation/{{Animaniacs}} Yakko]].
** And Heloise is [[http://ink-logs.livejournal.com/14435.html no help whatsoever]], taking advantage of what happened to get her experimental/vengeful groove on.
** It's very telling that his resurfacing after the above incidents was titled "It Got Worse. [[http://ink-city.livejournal.com/141833.html Much Worse]]." Seeing a CrazyAwesome GuileHero [[BreakTheCutie reduced to]] [[spoiler: a completely feral state]] is just ''[[TearJerker heart-wrenching]]'' on top of all the nightmarish-ness.
* The implied AwfulTruth behind [[TheHeartless the Ink Monsters]]: that they're [[spoiler: simply lacking a 'blueprint' to copy, unlike the characters who ''have'' arrived in the city]].
* Depending on how you interpret what happened on the boat, either the ink monsters [[spoiler: are capable of mimicking the voices and appearances of everyone who's disappeared]]... or [[spoiler: they ''are'' everyone who's disappeared, now in AndIMustScream mode]].
* The [[MeaningfulName me1TD0WN Event]] was specifically designed with this in mind. [[{{Robotomy}} Thrasher]], who already wasn't having much of an easy time in the City, begins to mysteriously suffer AndIMustScream effects on his mind and body... until he [[GoMadFromTheRevelation Goes Mad From The Revelation]] and [[spoiler:mutates into a form stuck halfway between alive and dead. While in this state he forcibly learns not only everything about his own pitiful existence, but everyone else in the City's as well.]]
** Including the fact that his [[spoiler:world/series no longer exists]], putting a terrifying twist on being too good to last...
** This climaxes in a [[BreakTheCutie broken-down]], insane Thrasher declaring a TakingYouWithMe '''on the City itself''' and proceeds to [[spoiler: wipe himself out of existence and put a nice big '''crack''' in the Ink Well fountain]].
*** Most of the residents, upon seeing the results of the above, [[OhCrap react with shock and fear]]. [[ThePowerpuffGirls Him]]? [[EvilLaughter Just laughs]]. While [[spoiler:inside the body of [[HannaIsNotABoysName Hanna]]]].
* During the [[FromBadToWorse World Split]] event, many characters were broken or changed beyond immediate repair. Arguably the worst was [[spoiler:Maya, who is on the [[http://ink-city.livejournal.com/168419.html?thread=12509411#t12509411 fast track to]] becoming an ''[[http://i93.photobucket.com/albums/l54/Myo-_-/GAAAH.png Ink Monster]]''.]]
** Can you say "FromBadToWorse"? 'Cause [[http://ink-city.livejournal.com/188815.html guess what]]... Also a massive TearJerker.
* Bass was one of the ones affected by World Split, and his slow devolution into a glitchy mess could be considered NightmareFuel for some. But his [[spoiler:death [[http://ink-city.livejournal.com/190763.html?thread=13923115#t13923115 in the forest]]]] takes it UpToEleven.
* The ''RegularShow'' cast's [[TraumaCongaLine incredible luck]] continues during the World Split when [[http://ink-city.livejournal.com/194635.html Benson]], [[http://ink-city.livejournal.com/195569.html Rigby]] and [[http://ink-city.livejournal.com/200845.html Mordecai]] all [[spoiler:become shambling ink monsters]]. It's hard to say what's worse: the fact that Benson and Rigby are [[spoiler:'''eaten alive''' and [[CameBackWrong come back wrong]] thanks to the damaged fountain]], or that Mordecai's predicament comes about because [[spoiler:he was right next to the fountain, got a stopgap healing from the Mayor, and [[http://ink-city.livejournal.com/189424.html slowly deteriorates]]]].
** [[http://ink-city.livejournal.com/200845.html?thread=14448013#t14448013 Ichigo's]] reaction upon discovering Mordecai's condition doesn't help, but [[http://ink-city.livejournal.com/200845.html?thread=14534797#t14534797 Benson's]] attempt to talk to him is [[TearJerker even worse]].
* [[http://ink-city.livejournal.com/208463.html?thread=15292751#t15292751 Have you ever heard a squeaky toy try to laugh diabolically?]] [[{{Pokemon}} Mew]] had already shown signs of [[CuteButPsycho mental instability]], but her reaction to Rigby's broadcast of Trevor reveals just ''how screwed up she is''.
** Then she actually [[http://ink-logs.livejournal.com/29161.html gets her paws on Trevor]] and '''[[{{Squick}} OH GOD]]'''. And she [[http://ink-city.livejournal.com/220615.html shows the City]] what she's just done to protect them, coupled with a promise to go after [[VideoGame/{{Portal 2}} Caroline]] next...
*** Most of the people who responded were pretty [[WhatTheHellHero disgusted]] with what Mew did. [[{{Youkai}} Ava]]'s only complaint? [[{{Squick}} That Mew was putting too much filler in what]] [[ImAHumanitarian she'd consider to be a good meal.]]
* In [[AlternateContinuity LaboCanon]], the Warner siblings have ''not'' had an easy time of it... and as [[http://pastebin.com/2mnF9VWV this discussion]] shows, the scariest part is how ''naturally'' they became what they've grown into. ...That, and how the Warners of Ink City could potentially [[FallenHero become]] [[NotSoDifferent so]] [[WellIntentionedExtremist much]] [[ManipulativeBastard WORSE]].
* When [[WesternAnimation/TransformersPrime Megatron]] arrives, he's not too pleased with [[VideoGame/{{Portal2}} Caroline]] [[http://ink-city.livejournal.com/283873.html?thread=21449441#t21449441 knowing his name]]. Nothing Starscream tells him about their alliance dissaudes him from tossing her around like a rag doll and [[ColdBloodedTorture torturing her]]. And since Optimus Prime had shown him DeathIsCheap by ''letting him kill him'' before, he [[http://ink-city.livejournal.com/291046.html smashes her underfoot]] in a public broadcast ''just'' to give everyone a taste of his power and show how little he values her life.
** Optimus Prime [[http://ink-city.livejournal.com/283873.html?thread=21497569#t21497569 dying at Megatron's hands]] is bad enough. Made all the worse by the fact he did this in front of Bumblebee and Aisling.
* 'ELLO GUVNOR.
* The Cosmic Rust plague. Not only does it hit the {{Transformers}} cast hard, but ''this'' strain got mutated so that it affects more than Cybertronians, meaning other robots -- and just metal in general -- are put at risk.
** The way it hits certain residents, like Blurr, the [[{{Cyborg}} AU version]] of [[MegaManBattleNetwork Megaman.EXE]] or the [[WesternAnimation/{{Nine}} stitchpunks]], ''really'' pushes this into the NightmareFuel territory.
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