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[[quoteright:177:[[Webcomic/TheOrderOfTheStick http://static.tvtropes.org/pmwiki/pub/images/CS_Elan_5783.png]]]]

->'''Mac:''' Guys, why aren't the brakes working?!\\
'''Charlie:''' Because I cut the brakes! Wild card, bitches! YEEEEEEEEHHHAAAAWWWW!!! ''[leaps from van]''
-->-- ''Series/ItsAlwaysSunnyInPhiladelphia''

%% Quote changed per quote thread: http://tvtropes.org/pmwiki/posts.php?discussion=1327331003042025100&page=57#1417

A LawfulStupid character is defined as someone who will follow a set of rules beyond when it is reasonable to do so. A Chaotic Stupid character is just the opposite. They abide by no rules whatsoever- not laws, not customs, not ethics, not even common sense. Actually, ''especially'' not common sense. Or, for that matter, any concept of sanity whatsoever.

This sort of person will prove their chaotic nature by going out of their way to break any sort of rule or expectation of them. They'll steal for no reason other than because they don't follow the law, talk in WordSalad because they can, or go around slapping royalty in the face with rubber chickens to see the looks on their faces. While their antics might be meant to be funny, too much wacky hijinks will eventually get on ''everyone's'' nerves, and the ChaoticStupid character's absolute refusal to take the logical action will often make them [[TheMillstone a serious liability]] to their compatriots. It's like they have a case of ChronicBackstabbingDisorder, but they're just as likely to pull down your pants or set whoopee cushions under your chair as they are to sell you out or kill you.

There's a subtle distinction between StupidEvil and Chaotic Stupid. Sure, the Chaotic Stupid character is also likely to KickTheDog. But they're just as likely to PetTheDog, Shave The Dog, Paint The Dog Purple, or even Ignore The Dog Entirely To Run Off Chasing Butterflies. In short, the 'true' Chaotic Stupid character is the one who thinks that being ChaoticNeutral means being downright [[CloudCuckoolander insane]]. And by "insane", we mean more [[WesternAnimation/TinyToonAdventures Gogo Dodo]] than [[Literature/SilenceOfTheLambs Hannibal Lecter]].

In the realm of role-playing games it often overlaps with TheLoonie, a {{player archetype|s}} from the famed {{Munchkin}} Files. But it can be an annoying kind of play style, and several player's handbooks have attempted to disabuse clueless players of the notion that chaos is a blank check to loosen their screws. Even if a character is canonically chaotic, they are still more likely to choose to cross a bridge than to jump off it.

Often an underlying reason to AttackAttackAttack and LeeroyJenkins. Compare TooDumbToLive, ItAmusedMe. For what happens when other alignments are played to a degree it becomes stupid, see StupidGood, LawfulStupid, StupidEvil, and StupidNeutral.



* Wrath from [[Anime/FullmetalAlchemist the 2003 anime adaptation]] of Manga/FullmetalAlchemist is this due to his utter lack of impulse control or thinking things through. To illustrate, he fused with Trisha Elric's remains to prevent them from being used on his mother surrogate Sloth. [[spoiler:After he got done killing Lust, he fuses with Sloth while both her and Ed know what that would do, merging her with the remains and leaving her paralyzed, allowing Ed to finish her off.]]
* While not an Adventure example, [[GenkiGirl Tomo Takino]] of Manga/AzumangaDaioh qualifies as this. For example, the time that she threw the keys to [[BeachEpisode Chiyo's Summer Home]] into the forest just as Chiyo was about to unlock the door. And thought that it would be funny if she did it a second time.
* Manga/BoboboboBobobo is utterly incomprehensible even to his own allies. Practically his entire being is driven by RuleOfFunny, and he's just as likely to start punching out his own teammates or using them as human shields as he is to lay the smackdown on whatever villain he's fighting.
* Chaka in ''Manga/BlackLagoon'', from his very introduction seems to be working overtime to get himself killed. Literally ''everything'' he does is incredibly stupid, from interrupting a yakuza meeting to talk obnoxiously about nothing, trying to impress Revy, who is working as a bodyguard, by beating the shit out of the guy she's supposed to protect (which he only survives because she didn't have her guns with her), kidnapping the teenage daughter of his yakuza boss with plans to sell her into sex slavery and then just kind of hanging around at a bowling alley for her bodyguard to show up, or killing his remaining gang when Revy and Ginji massacre them. He would be best summed up with "all balls, no brains" but he's too much of a DirtyCoward for even that to be true.

* {{Deadpool}} is the face of Chaotic Stupid in modern comics DependingOnTheWriter. He beat the Taskmaster (whose power is an almost supernatural ability to "read", copy, and ''perfectly perform'' and understand the muscle movements and fighting styles of his opponent) in hand-to-hand combat by taking a break in their fight to dance and otherwise make himself unpredictable. He even begins his gambit by pushing a female X-men member through a skylight into a indoor pool entirely filled with pancakes. Which were only there in the first place because he just suddenly decided to make a few thousand pancakes when he woke up that day. Then again, this is from the guy who [[NoFourthWall knows he's in a comic book]]. Maybe he's [[GenreSavvy onto something]].
** It gets taken UpToEleven when he fights Evil Deadpool.

* The characterisation of John from ''Webcomic/{{Homestuck}}'' in [[http://homesmut.dreamwidth.org/38154.html?thread=39700234 this]] fanfic, with the premise of everyone being taken to a {{Flanderization}} of their least likeable AlternateCharacterInterpretation.
* In ''FanFic/YetAgain'', this is Crypt Oogakari's ''usual'' designation, easily being the most insane member of the main cast and the Oogakari family as a whole. The rest of his family fall into the neutral range, and he only joins them during his brief bouts of sanity (at which point he becomes a BloodKnight of the highest caliber).

* Hydell in ''Lockout'' is chaotic evil, but it is at least partially due to brain damage from being put in stasis.
* Alan in ''TheHangover'', CloudCuckooLander extraordinaire.
* In the first ''Film/{{Highlander}}'' film, The Kurgan's joyride-rampage through New York, wherein he drives down the ''wrong side of the road'', singing "New York New York" while playing chicken and running over pedestrians, served no purpose other than a hilarious '''classic''' moment in comedy history.
* Mark Whitacre in ''Film/TheInformant'', who becomes a whistleblower/FBI informant under the guise of doing the right thing when he's actually scheming to take over his company. And he [[EpicFail fails in spectacular fashion]] at both due to his increasingly stupid mistakes.
* Frank Begbie of ''Literature/{{Trainspotting}}'' strays into this territory frequently, given that he insists not only on being a violent and often sadistic brawler, but often doing it within plain sight of people who are liable to call the police or remember his face. At one point, after kicking in a man's head and accidentally slicing open Spud's hand, he stands right in front of the bar and various shocked witnesses and demands that Renton take at least a minute to "bring me doon a fukken ciggareh" before even considering leaving -- or taking his injured friend to a hospital. He's also been known to attack bystanders for eating chips too loudly. Neutral AxeCrazy might be a better description of his alignment, come to think of it.

* The Helmacrons from the ''Literature/{{Animorphs}}'' series. [[TheNapoleon They are extremely tiny, almost microscopic aliens]], whose ships are about the size of a hot wheels car, but what they lack in size, they make up for in sheer crazy. They execute all of their leaders, under the premise that if they were alive, they would make mistakes. They still follow their leader's orders though, despite the fact that they are dead. They are also notoriously stupid, and extremely gullible, at one point, allowing Marco to repeatedly mock and insult them to their faces, because he told them in Earth culture, it's considered a form of submission.
* Brandon in ''Literature/TheLeonardRegime''.
* Zaphod Beeblebrox in ''Literature/TheHitchhikersGuideToTheGalaxy''. He's clearly highly intelligent, but so ridiculously impulsive and attention-seeking that in any situation he could do anything from set off on a quest to discover one of the great secrets of the universe or escaping from prison to go to a disco. A really good example is in ''The Restaurant at the End of the Universe'' in which he steals a [[CoolCar Cool Spaceship]] from a rock band he enjoys, even though he has already stolen a much better spaceship anyway, for no real reason. Exploited as his flaky AttentionWhore personality makes him the ideal person to become President of the Galaxy, distracting from the people really in control.
* [[UsefulNotes/SigmundFreud Sigmund Freud]] [[http://en.wikipedia.org/wiki/Death_drive wrote more than once]] -- ''Beyond the Pleasure Principle,'' ''The Ego and the Id,'' etc. -- that on some level, human beings in general are instinctively somewhere between this and StupidEvil. What he called the "death drive" and the "id" are two distinct aspects of the human psyche that, according to him, seem to demand chaos, even when it runs counter to a person's overall well-being.
* [[Literature/{{Dragonlance}} Fizban the Fabulous]] (and his [[SarcasmMode creatively named]] {{Expy}}, [[Literature/TheDeathGateCycle Zifnab]]) puts up a deliberate front of being Chaotic Stupid. [[spoiler: He's actually the chief LawfulGood god, disguising his interference as sheer randomness. It's a ''very'' effective ruse.]]

[[folder:Live Action TV]]
* Spike from ''Series/BuffyTheVampireSlayer'' half the time. He's always holding the VillainBall, and sometimes the IdiotBall. "I had a plan. A good plan. Smart. Carefully laid out. But I got bored."
* Ziggy Sobotka from ''Series/TheWire''. Lighting hundred dollar bills on fire in a pub full of poor working men, buying a pet duck and giving it whisky, repeatedly picking fights with bigger and tougher people, whipping out his member in a crowded bar - if it's stupid, and he thinks there's a laugh in it, he'll do it. Although he finally wises up when it's too late to do any good.
* ''Series/ItsAlwaysSunnyInPhiladelphia'': Upon being declared the gang's "Wild Card," Charlie takes it as an excuse to go absolutely insane, including [[http://www.youtube.com/watch?v=MYtjpIwamos cutting the brakes of the van Mac is driving and jumping out.]]
* [[HeroicComedicSociopath Nathan]] from ''Series/{{Misfits}}'' is a pretty good example of this on a British show. Doesn't help that he's [[ResurrectiveImmortality immortal.]]
* Reese from ''Series/MalcolmInTheMiddle'' is a clear distinction between Chaotic Stupid and Stupid Evil. Reese himself is Chaotic Stupid and sees no problem in doing something ForTheEvulz, but [[EvenEvilHasStandards he's morally against something]] that 's just [[StupidEvil unamusingly cruel]]. For example, an ice cream truck refusing to sell anything during a heat wave traffic jam.
-->'''Reese:''' This is just wrong! You can make money and please children! This is a senseless act! You are evil! ''Pure evil!''
** There was also an episode where he decided to be gentle and kind, but the school descended into anarchy because Reese was the "alpha-jerk" who applied "even-handed bullying". He turned back into his normal self after seeing Stevie (who he declared off-limits because he was in a wheelchair) being bullied, and then administered some justice on the other bully.
* The Shadows in ''Series/BabylonFive'' were left by the other First Ones who strike fear and sow discord to show the younger species the [[ChaoticGood benefits of chaos]]--i.e. freedom, competition, and innovation. They were intentionally set up against the Vorlons of to teach the younger species about the [[LawfulGood benefits of an ordered society]]--i.e. to have laws and enforce them. Between them, they were supposed to move the younger species towards a good, harmonious blend somewhere in the middle. But eventually they [[MotiveDecay got too caught up in "winning" the argument]], and so the Vorlons became [[LawfulStupid general order-mongers]] and the Shadows general chaos-mongers.
* Jesse Pinkman from ''Series/BreakingBad'' starts out pretty much as the poster boy for this trope, for all he's not exactly thick. He's just ''really'', '''''really''''' impulsive and is seriously bad at weighing consequences, however good he otherwise is at spotting left-field connections and answers. He actually starts to wise up as the costs keep getting steeper and CharacterDevelopment hits him like a freight train. Badger, however... nope: ChaoticStupid all the way. Well, Chaotic Clueless would be a ''better'' description in his case, really.
** To illustrate the distinction; Badger isn't so ''stupid'' that he doesn't notice and get suspicious about the [[PaperThinDisguise totally legitimate, random vans]] on the street where's trying to sell meth, but he is so ''clueless'' that he genuinely believes that if you ask the undercover cop trying to buy meth from you if he's a cop, he has to tell the truth.

[[folder:Tabletop Games]]
* The second edition of chaotic neutral was pretty bad, with examples ranging from betting their entire fortune on a die roll, or randomly charging the dragon while screaming his head off and getting roasted as chaotic neutral actions. It was chaotic stupid without the comedy. Not fun at all. Normal ChaoticStupid behavior was an improvement over this. They had to change the alignment in third edition to stop the madness, stating while they do as they please without regard to law, they aren't actually crazy, and have thought still guiding their actions.
* The ''Literature/{{Dragonlance}}'' setting of ''[[TabletopGame/DungeonsAndDragons D&D]]'' had the Kender, who were halflings with an unique blend of fearlessness and a habit of [[strike:kleptomania]] "borrowing things", which made them the perfect excuse for Chaotic Stupid behavior in the wrong hands (so much that they were frequently considered TheScrappy of the setting).
* ''{{Planescape}}'' basically had an entire faction based around this trope. The Xaositects believed that the universe had no inherent order to it, and that truth could be found only in chaos. Naturally, this meant speaking in WordSalad and generally acting like lunatics as much as possible. This is how they're described in the sourcebooks, so it's '''NOT''' just players taking things too far in this case.
** There were a few Xaositects who seemed somewhat lucid. One sourcebook mentioned The Painter, an artist in the faction who started to paint because, well, she decided she ''really'' wanted to paint. And she was quite good at it, so much that her work made her somewhat of a celebrity in Sigil.
** And the Slaadi, who are literally ChaoticNeutral (and consequently Chaotic Stupid) personified.
--> "He said he was looking for the Happy Hunting Grounds. I didn't know what he was talking about... so I ate him."
** In fact, 4th edition gave Slaadi the official alignment of ChaoticEvil (they were traditionally ChaoticNeutral) because they are so Chaotic Stupid that they want to tear down all of the rules everywhere... Including the rules that keep the very fabric of existence functioning. ForTheLulz.
*** Of course, Slaadi can be presented as "opposed to all law" without being "opposed to all sanity"... but RuleOfFunny has its place in these games.
* ''TabletopGame/VampireTheMasquerade'' [=GMs=] sometimes have to deal with "fishmalks", Malkavian characters who think madness and extreme loopiness are synonymous (the name comes from a ''wacky'' illustration of a character of this kind kissing a fish). It was not helped by the first ''Clanbook: Malkavian'' being one long series of jokes. That was bad enough, but during the second edition White Wolf produced a downloadable sample adventure that took this to an extreme, replacing the usual Malkavian derangement with something vaguely resembling a seizure played for laughs.
* A good part of why Chaos hasn't yet conquered the galaxy in TabletopGame/{{Warhammer 40000}} is because of this, the four main gods simply hate one another too much to allow alliances to continue very long.
** It's not that they hate each other. [[EnemyCivilWar Well, they actually do, but]] it's more that they cannot '''EVER''' be organised. It's called [[ShapedLikeItself Chaos]] for a reason, ya know?
** Tzeentch may or may not be actively preventing a solid Chaos victory with his plots, because VictoryIsBoring.
*** It's not just because victory is boring, but because Chaos is inherently self-destructive. Tzeetch in particular is the god of ambition and scheming, and if he ever actually reached his ultimate goal (whatever that might be), he'd disappear in a puff of logic, as scheming is part of his very nature.
** [[BloodKnight Khârn]] [[TheBerserker the]] [[AxCrazy Betrayer]] ([[MemeticMutation what a guy!]]) single-handedly destroyed his entire Legion's organization when fighting the Emperor's Children on the bitterly cold planet of Skallathrax. When the other World Eaters were actually stopping the assault to take shelter, he ran around with a flamethrower burning down the shelters, other World Eaters, and occasional Emperor's Children. Ever since, the World Eaters have been reduced to eight-man sellsword warbands. For his actions, Khârn was made Khorne's champion, resurrected whenever he dies and immune to all forms of psychic powers (and a special rule that he ''always'' hits in combat-whether the target is the eney's side or not). In fanon, he actually does more damage to his own side (by planting melta bombs on transports, playing [[YouHaveFailedMe commissar]] or [[FastballSpecial throw-the-cultist]]) than the enemy does.
*** In Literature/CiaphasCain ('''HERO OF THE IMPERIUM!'''), Khornate berserkers once screwed up a Slaaneshi summoning ritual that would have caused the planet to fall to Chaos, simply because their two gods are opposed.
** Orks ''could'' take over the galaxy, but haven't because they like fighting each other just as much as they do anybody else. That their entire society runs on KlingonPromotion also helps.
*** It's been implied in more recent codexes that the Orks are a race of {{Living Weapon}}s created by the Old Ones to battle the Necrons; though the War is over and their creators are gone, the Orks are still following their biological programming, unfortunately for the galaxy as a whole.
** The Dark Eldar feature a notable aversion- their entire race are hedonistic thrillseekers who need to inflict pain to survive and run on KlingonPromotion, hiding in the Webway to avoid having their souls eaten by the Chaos god they created. You'd think their raids would fall apart as soon as they started, but each of them understands the risks of screwing up in realspace. Once they're safely back in the Webway with loot and slaves, all bets are off.
* The ''WebOriginal/DonjonDeNaheulbeuk'' RPG has a counter to this behavior (and any other stupid alignment-related behavior) in the form of "Loser points": the GM can give one to the party at any time if he/she feels his players are turning the game to a farce. Gain enough points and bad things happen to the whole party, such as getting their legs broken by mob enforcers or waking up in the middle of a field with two armies charging them.
* ''TabletopGame/BattleTech'' has Clan Ice Hellion, a Clan reckless enough to constantly pick a fight with anyone they could find, especially their fellow Clans. Not so much "wacky" as just plain dumb and impulsive, they thought that they could conquer Terra on their own...by attacking Clan Jade Falcon's occupation zone. To put it in perspective, the Hellions like employing light and medium 'Mechs as their main strike force, and were going up a Clan that likes fielding larger and ''much'' more heavily armed Omnimechs. They had also previously failed miserably in combat Trials against Clan Nova Cat, itself considered weaker than the Falcons--sensible leaders would have stayed home, trained their forces, and played a smarter game of politics. Instead, they chose to ostracize themselves from any potential allies among the other Clans and then attack one of the largest and most militarily capable Clans in a straight up fight. As a result, their invasion was described as "The Hellion Tantrum" by the Jade Falcons (where in all other instances, an invasion attempt was acknowledged as such) and ended in the effective destruction of Clan Ice Hellion, reducing their army to roughly a hundred of their least suicidally short-sighted individuals, not nearly enough to protect even one of their planets.

* Vezon from ''Toys/{{Bionicle}}''. He's an insane, AxCrazy CloudCuckooLander GeniusDitz [[TalkativeLoon who talks too much]] and suffers from ChronicBackstabbingDisorder, and yet he's not powerful enough to pose a serious threat to anyone, so he's generally been PlayedForLaughs for the past few years of the story.

[[folder:Video Games]]
* Sheogorath, of ''Franchise/TheElderScrolls'' video game series, and his antics fall pretty squarely in Chaotic Stupid territory. He's not called the Mad-god for nothing. In one of the expansions it's revealed that [[spoiler:he even moonlights as his own LawfulStupid archnemesis -- or, more accurately, that Jyggalag, Daedric Prince of Order, was cursed back in the day to become the relatively ineffectual Sheogorath, Prince of Madness]].
** In ''[[VideoGame/TheElderScrollsIIIMorrowind Morrowind]]'', he had rather less of this, giving the impression not that he himself was mad (at least not to CloudCuckooLander levels, though he may have been slightly cracked), but that it amused him to drive mortals crazy and observe the results. His voice acting is the most "normal" of all the Daedra lords in the game, his image simply a distinguished gentleman. From ''[[VideoGame/TheElderScrollsIVOblivion Oblivion]]'' onwards, Chaotic Stupid is in full force.
** To a lesser extent, you have Sanguine, Daedric Prince of debauchery, who at one point sends the [[VideoGame/TheElderScrollsVSkyrim Dragonborn]] on a drunken rampage through half the country because it'd be ''funny''. Of course, it kind of was, but when you practically personify the trope 'WhatDidIDoLastNight', ChaoticStupid is there in full force.
* The Umgah from ''VideoGame/StarControl'' are an entire ALIEN RACE of this trope, having genetically engineered themselves to the point of insanity. Their idea of 'funny pranks' involve invoking wars between evil spiders and hippy bird people, making a powerful psychic lifeform sentient once more so they can see if it will do tricks for them, [[ApocalypseHow dropping planetoids into the oceans of inhabited planets]], and [[ArsonMurderAndJaywalking scaring the crap out of an easily scared race of mollusk things]]. Over the course of one conversation, you liberate them from the aforementioned powerful psychic lifeform and get named their "Great Hero," they give you ships, and then they decide that "Great Hero" is boring, name you "Great Enemy" instead, and declare war on you.
** They then attack you with an infinite wave of ships, which you can attempt to combat with the identical ships they just gave you, which are captained by Umgah. ''They probably think this is hilarious.''
** The Thraddash might qualify as this, too. They are a parody of [[ProudWarriorRaceGuy typical warrior races]] who revel in combat so much that ''they have nuked themselves back to the stone-age three times''. They are on their nineteenth attempt at having a civilization by the time you meet them, and can ''still'' be easily goaded into attacking more powerful races simply because you suggest it to them. Alternately, they can be goaded into emulating Film/TheThreeStooges.
*** Their greatest invention to date appears to be the Reeunk Afterburner, named after its accidental creator. Reeunk was a mechanic who thought it was a fine idea to put a lit cigar into a starship's aft fuel valve. And yes, he was burned to a crisp.
* While nearly every ''VideoGame/{{Touhou}}'' character is ChaoticNeutral, they tend to avoid this trope (or at least Reimu reminds them to behave). [[TheFairFolk Fairies]] however are both dirt stupid (Cirno, who has various memes centered around how dumb she is, is actually the ''smartest'' fairy yet encountered) and highly unpredictable, due to both their incredibly short lifespans (at least in comparison to other types of {{youkai}}) and ability to immediately resurrect after death or serious injury, creating decidedly warped views of mortality. As noted in ''[[AllThereInTheManual Perfect Memento in Strictest Sense]]'' their most reliable behaviour is playing pranks, but even then they range between getting people lost or stealing their food to pushing them off of a cliff or setting them on fire, and tend not to differentiate between a powerless human and a centuries-old being with enough power to effortlessly disintegrate them.
** And now Clownpiece exists, a Chaotic Stupid fairy whose ability is to cause insanity. And is dressed in an outfit resembling the American flag. [[BlatantLies These are probably unrelated.]]
* In the {{roguelike}} ''VideoGame/DungeonCrawl'', there's the god Xom. Whereas other gods have a piety level based on your actions (good gods appreciate destroying undead, for example, and evil gods killing living beings), Xom's piety level is entirely random. As a worshipper of Xom, you are considered his "plaything" (if piety level is low) or "toy" (if high), and he grants you gifts such as teleporting you randomly at will, summoning dozens of butterflies, or gifts of anything; anything from powerful items (especially ones that your character isn't any good at using) to plain rocks.
* ''VideoGame/NeverwinterNights'' Has a DummiedOut "evil option" that would let you sell a baby into slavery. Instead, you just... keep the baby. In your GridInventory. [[spoiler: [[EasterEgg You can use it as a key]] in Hordes Of The Underdark.]]
* The VideoGame/RavingRabbids from ''VideoGame/{{Rayman}}'' are [[PlanetOfHats an entire race]] of Chaotic Stupid [[TheDitz ditzes]]
* ''VideoGame/MortalKombatDeception'' introduced [[PlanetOfHats an entire race and realm]] of chaos, filled with people who sometimes speak backwards, play games like Everybody Runs Around, and, when asked a yes or no question, respond with "Yes, no, yes, no, yes, no, yes." The only named member of the Chaosrelmers is Havik, the Cleric of Chaos, who will fight for anyone regardless of alignment if they will bring chaos. He even gets a LawfulStupid nemesis in Hotaru. The citizens also greet you and thank you for [[AttackHello running up and punching them.]]
* ''VideoGame/DawnOfWar'': When exiting a transport, Khornate Berserkers will proudly proclaim that they need a new driver, as this one's dead.
* ''Every'' AI-controlled character in ''VideoGame/TheYouTestament'' thanks to a fantastic example of ArtificialStupidity that basically makes everyone act completely at random, with a leaning towards needless {{Jerkass}}ery. Characters will randomly wander the map, sit down in the middle of nowhere, get up, pick up an item, drop the item, run up to someone else, hug them, and then suddenly beat the piss out of them for no good reason before going up to you and stealing whatever it is you're holding (and if you try to take it back, they'll claim it's their's and threaten you.) Emptying your mind meter will also make the player character go insane and act just like the others.
* The recurring wizard Bellegar from the ''[[VideoGame/DivineDivinity Divinity]]'' series: an ancient and incredibly powerful mage, also a demented CloudCuckoolander who devotes his incredible magical prowess to playing ridiculous pranks on helpless peasants and sending people on pointless quests for no reward.

[[folder:Web Comics]]
* ''Webcomic/TheOrderOfTheStick'':
** Elan, despite being the page picture, isn't quite an example of this. He ''can'' often be stupid ([[CharacterDevelopment less so as the comic goes on]]), but it's not inherently related to him being Chaotic, it's just part of who he is. The page picture makes sense when you realize that Elan trusts Haley implicitly and Haley had just snapped at Elan that, as a party of player characters, everything they do is technically an adventure. Elan being [[IdiotHero Elan]] took this literally.[[note]]Bonus points for LawfulStupid Miko coming upon the scene.[[/note]]
** Belkar, on the other hand, has his moments. For instance, setting a tent on fire while trying to sneak into a bandit camp, despite being told three times not to.
* Sonic from ''inSONICia''. He's the kind of guy who will push a BigRedButton that will bring about TheEndOfTheWorldAsWeKnowIt, then yell at you to stop criticizing him. It gets to the point where Sonic becomes [[TheScrappy so annoying]] and [[TheLoad useless]] that it's a wonder nobody [[JustEatGilligan just offs him to save themselves a headache]].
* Rayne from ''Webcomic/LeastICouldDo'' has been drifting into this alignment since 2004, and is now merrily swimming within it, his actions are almost totally random and utterly incomprehensible to the outside observer, so much so that people barely notice anymore unless his zany antics directly impact on them, which they usually do
* In a ''ComicStrip/KnightsOfTheDinnerTable'' strip, the characters run afoul of the god Thor; when Thor appears to avenge the insults to his name (guess who insulted him), Bob and Dave and Brian [[LeeroyJenkins immediately start attacking him]] despite [=BA=] (the GameMaster) pointing out that Thor is impervious to all mortal weapons, has infinite hitpoints, etc. Sara immediately has her character run away, and convinces Brian to have his character do the same. Bob's and Dave's character die shortly afterwards, with Bob and Dave bitterly complaining that they don't understand why.
* Ben, of the KOTD spin-off/homage ''Webcomic/FuzzyKnights'', lives and breathes Chaotic Stupid (and is even called that in-strip once), not just in the characters he plays but to a [[CloudCuckooLander large degree outside the game]]. When Target and Violet try his impulsive play style for a night or when Target switches his character to ChaoticNeutral, stuff gets interesting.
* [[spoiler:Chaos, appropriately enough]], the BiggerBad of ''Webcomic/EightBitTheater'', took a hard right into this trope. Let's face it, he took an idea from ''[[TheDitz Fighter]]''.
** And planned on acting on another one that Black Mage suggested, for the sole reason that it's crazy and random enough that it's the type of thing that people ''should'' expect of him, but don't anyway.
* Invoked in ''Home on the Strange'': [[http://www.homeonthestrange.com/view.php?ID=18 I told you I'd play Chaotic Neutral if this didn't stop!]]
* In ''Webcomic/MiscellaneousError'', Jack lives his entire life according to this trope. His activities include [[CatapultToGlory catapulting himself]] [[http://miscerror.thecomicseries.com/comics/5 across his backyard]] [[ForScience for vaguely scientific purposes]].
* In ''Webcomic/TheZombieHunters'', two characters (who thankfully are not actual examples) are at one point described by a [[FanNickname Snarky Gas-Mas Guy]] as [[http://www.thezombiehunters.com/index.php?strip_id=82 "chaotic shortbus aligned"]].
* In one of the DeepImmersionGaming sequences in ''Webcomic/SomethingPositive'', Mike is apparently playing a character like this. Jason refers to him as "Mr I Can Shoot Guards Who Are Using The Bathroom But It's Wrong To Desecrate The Dead", and Mike protests that he bases his character's morality on coin flips.
* Emily in ''Webcomic/QuestionableContent'', whether she's swimming and chanting "Muskrat, Muskrat, Muskrat" or punching a robot because she thinks his head looks soft and is then surprised her hand hurts, her Cloudcukoolanderness puts Hannelore's to shame.

[[folder:Web Original]]
* Some players in ''SurvivalOfTheFittest'' attack everything in sight no matter what it is, and disregard whether they can even win the fight or if they'll benefit more from an alliance or at least not picking a fight.
* ''[[http://theglen.livejournal.com/16735.html 2,175]] Blog/ThingsMrWelchIsNoLongerAllowedToDoInAnRPG'', ''[[http://theglen.livejournal.com/89715.html Things Mr. Welch can no longer do in an RPG 501-1000]]'', [[http://theglen.livejournal.com/131998.html ...1001-1500]]'', [[http://theglen.livejournal.com/282764.html ...1501-2000]]'', [[http://theglen.livejournal.com/389635.html ...2001-2175]]:
-->122. The paladin's alignment is not Lawful Anal.\\
651. My alignment is not Sarcastic Good.\\
742. Apparently Chaotic Angry and Neutral Hungry aren't real alignments either.\\
863. Even if there is no alignment in Traveller, giving feuding [[TechnologyLevels TL]]1 tribes [[TechnologyLevels TL]]12 weapons and putting the results on PPV is just wrong.\\
1059. Even if the villain is LawfulEvil, slapping a cease and desist order on him isn't going to work.\\
1949. Can't free the hostage with a surprise game of Red Rover.\\
2172. Even if its beneficial, no changing the number of limbs on a character without the other player's consent.
* Also known as "[[http://wiki.rpg.net/index.php/File:MPost8239-Spider%2Ejpg Psychotic Neutral]]".
* Everyone in ''The Literature/BinderOfShame''. "We're Chaotic Neutral, that's practically a get-out-of-plot-developments-free card!" Blobert Smith has a particular tendency to this, his roleplaying described as being like a cross between regular gaming and performance art. Some of the other players come across this way in their real-life personae.
* Tednugent, the long-suffering protagonist of InteractiveFiction Fanfic Parody ''[[http://www.thelittlestmurloc.com You Awaken In Razor Hill]]'' is repeatedly forced into this trope and this sort of behavior, as a character whose actions were controlled by the whims of the readers of the story. Many of them - MANY of them - chose to Command Ted to do outright moronic things regardless of the severity of any given situation he was in, such as Commanding him to challenge the story's BigBad,[[ImplacableMan Pyramid Hogger]] to a "yo momma" contest, or licking things that ''ought not to be licked''. This led to a small WriterRevolt when the "Narrator"(the author of the story) began to respond to the more ridiculously self-destructive commands with some fairly brutal consequences.
* Webcomic/MSPaintAdventures is known to feature shenanigans of this sort. They were quite prevalent during Webcomic/ProblemSleuth, when the comment boxes were open and everything was explicitly coming from player suggestions; sometimes, if the characters really insisted on being engaged in something productive, the players would bid the character continue with what they were doing, but in a sillier manner. ''Webcomic/{{Homestuck}}'' had a few really good ones early on, before Hussie locked the suggestion boxes, but here and there you still get someone being a bit of a dipshit.
* SpoilerWarning's Reginald Cuftbert character combines this and CrazyAwesome and has been know for such feats as taking on a group of {{Mad Bomber}}s wearing just a bonnet and tuxedo, killing people by rigging the room with C4 and detonating it with himself still inside, stealing weapons directly in front of somebody then selling them back, and managing to stealthily blow somebody up in the middle of a crowded casino without anyone noticing.
* Anonymous, if you buy into the idea of Anonymous as an organization. Since it's really just a bunch of random people, some of whom will occasionally join together to enact some kind of wacky (or not-so wacky) scheme, the "organization" really falls under this.
* ''WebVideo/MonsterFactory'', a show where extremely odd-looking video game characters engage in wacky shenanigans, often with the help of cheat codes. A [[VideoGame/TheElderScrollsVSkyrim punch cat]] with movespeed 1000 is [[http://www.polygon.com/2015/5/12/8594221/monster-factory-skyrim-garfield-mods-video just the beginning]].

[[folder:Western Animation]]
* ''WesternAnimation/KimPossible'''s Shego, when she gets excited about destroying the world, descends into this in "Car Alarm".
* ''TransformersAnimated'''s Wreck-Gar is highly suggestible, which makes him very insane and utterly hilarious to watch. "[[Music/WeirdAlYankovic I DARE to be stupid!]]" indeed.
** Blitzwing's Random face usually falls in this category as well.
* The eponymous character of ''WesternAnimation/InvaderZim'' has repeatedly shown himself to be [[{{Determinator}} determined]] enough to not only ''easily'' conquer Earth but the entire ''galaxy'', yet his impetuous nature and his COMPLETE lack of consideration for the consequences of his actions results in [[GeneralFailure utter failure]] and/or [[MikeNelsonDestroyerOfWorlds the deaths of people he WASN'T trying to kill]]. Perhaps the best example of this is in the incomplete episode "The Trial", showing that Zim invented an Infinite Energy Absorbing Monster solely to impress his superiors which does [[GoneHorriblyRight exactly what it would be expected to do]], killing Zim's fellow scientists and even one of the Irken leaders.
** He also killed her counter part not long after, then most of the Irken armada...
** And we all remember what happened with the FIRST "Operation: Impending Doom"...
** [[AIIsACrapshoot GIR]] is an even more extreme example, due to his [[TheDitz utter lack of reasoning capabilities]] [[TheHedonist or self-restraint]].
* And in another, and even more outrageous Creator/RichardStevenHorvitz-voiced case of random stupidity: [[WesternAnimation/TheGrimAdventuresOfBillyAndMandy Billy]].
* WesternAnimation/BeavisAndButtHead epitomize this trope.
* IR Baboon from ''WesternAnimation/IAmWeasel''.
* ''WesternAnimation/ThePenguinsOfMadagascar'' has Rico. He's incredibly chaotic, and he's not all that bright... but he's PluckyComicRelief... as are most of the cast. He's also insane...
* ''WesternAnimation/{{Metalocalypse}}'': Dr. Rockzo the Rock n' Roll Clown (he does cocaine) will scream about his drug usage to people on the street, potential employers and police officers.
* Roger from ''WesternAnimation/AmericanDad'' is so obsessed with creating alternate personalities with his infinite supply of wigs and costumes, that he goes out of his way to make sure that some of his personalities are just straight up crazy. For example, a Native American firefighter-slash-serial rapist.
** Roger has gradually become more ChaoticEvil as time goes by though. Like [[spoiler: murdering Hayley's new boyfriend for witnessing overhearing Roger confessing to accidentally killing his new wife.]]
* ''WesternAnimation/{{Archer}}'' has a few of these, including [[CloudCuckooLander Cheryl]], [[MadScientist Krieger]], [[LeeroyJenkins Cyril]], [[BigFun Pam]] and [[ManChild Sterling Archer]] himself.
* Ed from ''WesternAnimation/EdEddNEddy''. If there's a reason Eddy's plans go awry, it's often because Ed had an independent thought.
* After Mr. Burns purchased an NBA franchise on the episode of ''WesternAnimation/TheSimpsons'' and had trouble getting repeat ticket-buyers, he tries to think what Dallas Mavericks owner Mark Cuban would do. This leads to an ImagineSpot in which Cuban drives a car off a cliff for no other reason than "I'M OUT OF MY MIND!"