Charlie: Because I cut the brakes! Wild card, bitches! YEEEEEEEEHHHAAAAWWWW!!! [leaps from van]
A Lawful Stupid 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 sense 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 Word Salad 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 Chaotic Stupid character's absolute refusal to take the logical action will often make them a serious liability to their compatriots. It's like they have a case of Chronic Backstabbing Disorder, 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 Stupid Evil and Chaotic Stupid. Sure, the Chaotic Stupid character is also likely to Kick the Dog. But they're just as likely to Pet the Dog, 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 Chaotic Neutral means being downright insane. And by "insane", we mean more Gogo Dodo than Hannibal Lecter.
In the realm of role-playing games, it often overlaps with The Loonie, a player archetype 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 Attack! Attack! Attack! and Leeroy Jenkins. Compare Too Dumb to Live, It Amused Me. For what happens when other alignments are played to a degree it becomes stupid, see Stupid Good, Lawful Stupid, Stupid Evil, and Stupid Neutral.
- Wrath from the 2003 anime adaptation of Fullmetal Alchemist 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. 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, Tomo Takino of Azumanga Daioh qualifies as this. For example, the time that she threw the keys to 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.
- Bobobo-bo Bo-bobo is utterly incomprehensible even to his own allies. Practically his entire being is driven by Rule of Funny, 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 Black Lagoon, 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 Dirty Coward for even that to be true.
- Deadpool is the face of Chaotic Stupid in modern comics Depending on the Writer. 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 knows he's in a comic book. Maybe he's onto something. It gets taken Up to Eleven when he fights Evil Deadpool.
- The characterisation of John from Homestuck in this fanfic, with the premise of everyone being taken to a Flanderization of their least likeable Alternate Character Interpretation.
- In Yet again, with a little extra help, 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 Blood Knight 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 The Hangover, Cloudcuckoolander extraordinaire.
- In the first 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.
- Frank Begbie of 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 Axe-Crazy might be a better description of his alignment, come to think of it.
- The Helmacrons from the Animorphs series. 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.
- Zaphod Beeblebrox in The Hitchhiker's Guide to the Galaxy. 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 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 Attention Whore personality makes him the ideal person to become President of the Galaxy, distracting from the people really in control.
- Sigmund Freud 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 Stupid Evil. 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.
- Dragonlance: Fizban the Fabulous (and his creatively named Expy, Zifnab) puts up a deliberate front of being Chaotic Stupid. He's actually the chief Lawful Good god, disguising his interference as sheer randomness. It's a very effective ruse.
- Spike from Buffy the Vampire Slayer half the time. He's always holding the Villain Ball, and sometimes the Idiot Ball. "I had a plan. A good plan. Smart. Carefully laid out. But I got bored."
- Ziggy Sobotka from The Wire. 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.
- It's Always Sunny in Philadelphia: Upon being declared the gang's "Wild Card," Charlie takes it as an excuse to go absolutely insane, including cutting the brakes of the van Mac is driving and jumping out.
- Nathan from Misfits is a pretty good example of this on a British show. Doesn't help that he's immortal.
- Reese from Malcolm in the Middle is a clear distinction between Chaotic Stupid and Stupid Evil. Reese himself is Chaotic Stupid and sees no problem in doing something For the Evulz, but he's morally against something that 's just 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 Babylon 5 were left by the other First Ones who strike fear and sow discord to show the younger species the 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 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 got too caught up in "winning" the argument, and so the Vorlons became general order-mongers and the Shadows general chaos-mongers.
- Jesse Pinkman from Breaking Bad 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 Character Development hits him like a freight train. Badger, however... nope: Chaotic Stupid 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 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.
- Some players in Survival of the Fittest 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.
- 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 Chaotic Stupid 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 Dragonlance setting of D&D had the Kender, who were halflings with an unique blend of fearlessness and a habit of
kleptomania"borrowing things", which made them the perfect excuse for Chaotic Stupid behavior in the wrong hands (so much that they were frequently considered The Scrappy 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 Word Salad 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.
"He said he was looking for the Happy Hunting Grounds. I didn't know what he was talking about... so I ate him."
- 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 Chaotic Neutral (and consequently Chaotic Stupid) personified.
- In fact, 4th edition gave Slaadi the official alignment of Chaotic Evil (they were traditionally Chaotic Neutral) 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. For the Lulz.
- Of course, Slaadi can be presented as "opposed to all law" without being "opposed to all sanity"... but Rule of Funny has its place in these games.
- Vampire: The Masquerade 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.
- Warhammer 40,000:
- A good part of why Chaos hasn't yet conquered the galaxy is because of this: the four main gods simply hate one another too much to allow alliances to continue very long. It's not just that they hate each other (well, they actually do, but...), it's more that they cannot EVER be organised. It's called Chaos for a reason, ya know?
- Tzeentch may or may not be actively preventing a solid Chaos victory with his plots, because Victory Is Boring. 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.
- It may go beyond that. Where the other three Chaos gods hate and scheme against each other, Tzeentch actively schemes against himself as well, possibly without even realising. It's even hinted at that Tzeentch may not really be a Chaos god at all, but rather essentially the personification of scheming - he was around long before the others, played the part of (or actually was) one of the C'tan, and is simply incapable of not going ahead with a sneaky plan even if it directly opposes another one he's just started. The other gods scheme against each other; Tzeentch is scheming.
- Khârn the Betrayer (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 commissar or throw-the-cultist) than the enemy does. In Ciaphas Cain (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 (the last time a warlord emerged powerful enough to get the orks together was the worst war the Imperium faced after the Heresy). That their entire society runs on Klingon Promotion also helps. It's been implied in more recent codexes that the Orks are a race of Living Weapons created by the Old Ones to battle the Necrons; though the War is over (awakening Necrons are no longer the omnicidal murderbots of previous editions) 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 Klingon Promotion, 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.
- Le Donjon de Naheulbeuk: The 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.
- 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.
- Unknown Armies Entropomancers tend to act like this, since they're wizards who gain power over probabilities by putting things of value to themself (money, social standing, life and limb, etc) at risk. Unlike most examples, this behavior is played entirely for horror. As one reviewer put it, an Entropomancer with a single bullet and a revolver can gain, up to, five significant charges within seconds.
- The Elder Scrolls
- Throughout the series, this falls within the realm of Sheogorath, the Daedric Prince of Madness. He can be a Cloud Cuckoolander with some Great Gazoo traits who will make it rain cheese or literal cats and dogs because It Amused Him, then he'll show why you need to Beware the Silly Ones with a sudden Axe-Crazy Dog-Kicking or some Celestial Body Hurling. Exactly how straight he plays this trope varies between appearances as well. On more than a few occasions (including in the series' lore and mythology), he's proven to be quite the Crouching Moron, Hidden Badass, pulling Batman Gambits to outsmart the other Daedric Princes and even devising a plan to Screw Destiny and break the Vicious Cycle of the Greymarch in Oblivion's Shivering Isles expansion.
- To a lesser extent, you have Sanguine, Daedric Prince of Debauchery and Hedonism, who at one point in Skyrim sends the 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 'What Did I Do Last Night?', Chaotic Stupid is there in full force.
- The Umgah from Star Control 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, dropping planetoids into the oceans of inhabited planets, and 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 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 The Three Stooges.
- 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 Touhou character is Chaotic Neutral, they tend to avoid this trope (or at least Reimu reminds them to behave.) 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 their ability to immediately resurrect after death or serious injury, and lack of long-term memory preventing them from learning from their mistakes, creating decidedly warped views of mortality. As noted in 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, a not-so powerless human that can manhandle them into submission, 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. These are probably unrelated.
- In the roguelike Dungeon Crawl, 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.
- Neverwinter Nights Has a Dummied Out "evil option" that would let you sell a baby into slavery. Instead, you just... keep the baby. In your Grid Inventory. You can use it as a key in Hordes Of The Underdark.
- The Raving Rabbids from Rayman are an entire race of Chaotic Stupid ditzes.
- Mortal Kombat: Deception introduced 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 Lawful Stupid nemesis in Hotaru. The citizens also greet you and thank you for running up and punching them.
- Dawn of War: 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 The You Testament thanks to a fantastic example of Artificial Stupidity that basically makes everyone act completely at random, with a leaning towards needless Jerkassery. 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 Divinity series: an ancient and incredibly powerful mage, also a demented Cloud Cuckoolander who devotes his incredible magical prowess to playing ridiculous pranks on helpless peasants and sending people on pointless quests for no reward.
- The Order of the Stick:
- Elan, despite being the page picture, isn't quite an example of this. He can often be stupid (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 Elan took this literally.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 Big Red Button that will bring about The End of the World as We Know It, then yell at you to stop criticizing him. It gets to the point where Sonic becomes so annoying and useless that it's a wonder nobody just offs him to save themselves a headache.
- Rayne from Least I Could Do 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 Knights of the Dinner Table 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 immediately start attacking him despite BA (the Game Master) 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 Fuzzy Knights, lives and breathes Chaotic Stupid (and is even called that in-strip once), not just in the characters he plays but to a large degree outside the game. When Target and Violet try his impulsive play style for a night or when Target switches his character to Chaotic Neutral, stuff gets interesting.
- Chaos, appropriately enough, of 8-Bit Theater, took a hard right into this trope. Let's face it, he took an idea from 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: I told you I'd play Chaotic Neutral if this didn't stop!
- In Miscellaneous Error, Jack lives his entire life according to this trope. His activities include catapulting himself across his backyard for vaguely scientific purposes.
- In The Zombie Hunters, two characters (who thankfully are not actual examples) are at one point described by a Snarky Gas-Mas Guy as "chaotic shortbus aligned."
- In one of the Deep-Immersion Gaming sequences in Something*Positive, 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 Questionable Content, 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.
- MS Paint Adventures is known to feature shenanigans of this sort. They were quite prevalent during Problem Sleuth, 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. 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.
- 2,175 Things Mr. Welch Is No Longer Allowed to Do in an RPG, Things Mr. Welch can no longer do in an RPG 501-1000, ...1001-1500, ...1501-2000, ...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 TL1 tribes TL12 weapons and putting the results on PPV is just wrong.
1059. Even if the villain is Lawful Evil, 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 "Psychotic Neutral."
- Everyone in The Binder of Shame. "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 Interactive Fiction Fanfic Parody 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 Big Bad,Pyramid Hogger to a "yo momma" contest, or licking things that ought not to be licked. This led to a small Writer Revolt when the "Narrator"(the author of the story) began to respond to the more ridiculously self-destructive commands with some fairly brutal consequences.
- 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.
- Spoiler Warning's Reginald Cuftbert has been know for such feats as taking on a group of Mad Bombers 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.
- Monster Factory, a show where extremely odd-looking video game characters engage in wacky shenanigans, often with the help of cheat codes. A punch cat with movespeed 1000 is just the beginning.
- Kim Possible's Shego, when she gets excited about destroying the world, descends into this in "Car Alarm".
- Transformers Animated:
- Wreck-Gar is highly suggestible, which makes him very insane and utterly hilarious to watch. "I DARE to be stupid!" indeed.
- Blitzwing's Random face usually falls in this category.
- The eponymous character of Invader Zim has repeatedly shown himself to be 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 utter failure and/or 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 exactly what it would be expected to do, killing Zim's fellow scientists and even one of the Irken leaders.
- And in another, and even more outrageous Richard Steven Horvitz-voiced case of random stupidity: Billy.
- Beavis and Butt-Head epitomize this trope.
- IR Baboon from I Am Weasel.
- The Penguins of Madagascar has Rico. He's incredibly chaotic, and he's not all that bright... but he's Plucky Comic Relief... as are most of the cast. He's also insane...
- 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 American Dad! 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 Chaotic Evil as time goes by though. Like murdering Hayley's new boyfriend for witnessing overhearing Roger confessing to accidentally killing his new wife.
- Archer has a few of these, including Cheryl, Krieger, Cyril, Pam and Sterling Archer himself.
- Ed from Ed, Edd n Eddy. 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 The Simpsons and had trouble getting repeat ticket-buyers, he tries to think what Dallas Mavericks owner Mark Cuban would do. This leads to an Imagine Spot in which Cuban drives a car off a cliff for no other reason than "I'M OUT OF MY MIND!"
- Stumpy from Kaeloo descends into this territory quite often. Even the rest of the cast, who are also completely insane, consider him to be crazy.
- Ruffnut and Tuffnut Thorsten from Dragons: Riders of Berk are both Cloudcuckoolanders with a love of destruction and sado-masochism that even their fellow vikings find too extreme. They have a habit of doing things with no fore-thought or even a clear motive other than it occurring to them at the point, just barely evading Token Evil Teammate territory. While their crazy ideas and theories are often correct or can be helpful to some capacity, most of the time it just creates a big mess and leaves those around them to pick up after them.
- The Xavier: Renegade Angel episode "Escape from Squatopian Freedom" features a community of anarchists who brand anyone who follows rules as a "Fascist" and sustain themselves by "selling their seed" (aka Sperm Donations).