A character is Chaotic Neutral according to the best known Character Alignment system when they fail to qualify for either Good or Evil but fall on the Chaotic side of the Law—Chaos axis. As with all alignments, this can mean many things, several of which are described below. Some characters may abide by principles that they consider chaotic or autonomist, others may not have any major consistent principles at all (not even if the principles are considered inherently chaotic). For example, one Chaotic Neutral character might be part of a tribe that considers itself independent and anarchist, where as another may choose not to be, as their lives may still be dependent on that tribe's principles (and as such they may not feel they are truly self sufficient or independent after all). But then, this ultimately varies and depends on what type of Chaotic Neutral (as enlisted below) the character is portrayed as in the story.
Typically though, Chaotic Neutral characters do whatever the hell they like and damn the consequences (unless they're too noble or hurtful, watch out for that part!). Some say they're the ultimate free spirits, others that they're just crazy. Either way, there's no telling what they'll decide to do next — their main, and often only, concern is their own freedom. Whose side are they on? It's doubted that they even know themselves. Nobody else does. In some ways their inherent uncertainty makes them an unknown quantity to deal with most times so they border on Jerkass in terms of their self-centered perception of the world, though they usually do have some redeeming features. Chaotic Neutrals detest the self righteous and believe in power to the individual. These characters are also useful in any story that involves something that isn't damnably black and white in the outcomes.
Chaotic Neutral comes in a variety of flavours:
Type 1 can be vaguely described as a true hedonist — they are interested in fulfilling their desires, and in pursuing their own interests. They have little to no respect for law and order, at best accepting it as a necessary evil that furthers these ends, at worst to the point they are prepared to commit acts that are immoral or outright criminal, avoiding a Neutral or Chaotic Evil alignment due to simply not being ruthless or malevolent enough. They are not evil because their desires are not especially evil (or they have too much of a conscience), but neither are they altruistic enough to be considered good, and they may hold both either in disdain or with indifference, feeling that to each their own, though most know better than to hang out with especially wicked types. At best, they are kind to friends, family or strangers if only because they find such behaviour personally satisfying; at worst, they are Jerkasses who don't give a damn about anyone but themselves, and are indifferent or blind to the rights of others.
Type 2 are those who are devoted to a Chaotic Neutral ideal, such as an anarchist or a libertarian, or perhaps something just plain bizarre. They are prepared to work within a group system in order to challenge an establishment system or further their cause, which can sometimes push them into Lawful Neutral territory if they become particularly devoted (or fanatical). In practice, this can be a very tricky Type to maintain without quickly devolving into some type of hypocrisy, as it is difficult if not impossible to change or abolish the system without infringing on somebody's rights or desires and it is very likely that a new Status Quo will emerge, or rather that the old one will stay in place as these causes are rarely very successful (at least in Real Life). At best this type works towards the overthrowing of a genuinely corrupt or oppressive system and replacing it with something better, but at worst they can be lead into The Revolution Will Not Be Civilized or end up supporting a cause that actually makes things worse. They may also hold Chaotic Neutral itself as an ideal, seeing it as their duty to stir things up and make things less boring.
A Type 3 is someone who rebels for the sake of rebelling, someone who is counter-culture just for the sake of it. As such, their beliefs tend to be shallow and they may find themselves in over their head, or be duped into The Man Is Sticking It to the Man. This sort tends to believe Cool People Rebel Against Authority, which conversely often makes them vulnerable to the influence of powerful personalities or particular fads that they believe no-one else is following. In effect, they have an issue or grudge against a particular authority practice or figure, or were simply aimless and adrift in their own lives, and use Chaotic Neutral as a cover to vent their frustrations or give themselves some direction. At best, this can be harmless or even lead to some beneficial Character Development, but at worst the character can fall under the sway of dangerous and evil people and perhaps become one themselves.
Type 4 are those who are overly cynical, and hold no allegiance to anyone and decide for themselves what is right or wrong, and whether or not they want to do anything about it. They are often the disillusioned types who once held onto an ideal or have lost their family or friends, and often belonged to a completely different alignment, but others were cynical from an early age, often (but not always) due to a bad childhood. They can be dragged into The Quest or bought for their services, and may battle the forces of evil if they come across them or they get in the way, but they lack conviction beyond basic self-interest, and if they still aspire to better themselves they are usually their own worst enemy. They are often loners, though they may have a handful of close family or friends, and tend to prize survival highly with wealth, luxury and power often being mainly (though not necessarily exclusively) a means of ensuring said-survival for good, assuming they are not self-destructive or suicidal. At their worst can be completely amoral and indifferent to other people getting hurt whether or not by their own hand, but they usually have the potential to still be good people.
Type 5: You don't have to be insane to be this alignment but it helps!! Literally insane, or close, these characters might actually behave like the Chaotic Stupid stereotype, or act by their own delusional logic that makes them unreliable, unpredictable and unstable. They are too caught up in their own little world or random whims to be either benevolent or malevolent. This can vary from a shallow joke character to deep characterisation, but the upshot in either case is that character's actions don't follow any sane logic. Just remember that the same does not apply to other kinds of Chaotic Neutral characters, nor does every insane character go here if they don't otherwise fit the description.
The Chaotic Neutral character may have a kind enough heart and even help out others sometimes, but they do not feel committed to helping others as they are random, and sometimes they are nothing but an amoral nutjob, not consciously thinking about the consequences of their actions. Occasionally, if a character runs the entire gamut of alignments with their actions (inevitably failing at Good), they can be classed as Chaotic Neutral on average. (But, they may really be True Neutral, Lawful Neutral, or they may defy traditional alignments all together.) It's sometimes hard to tell with these folks.
Chaotic Neutral is both an easy and difficult alignment to play as. Easy, because its chaos and neutrality allows a player to do what they please, and hard because you really have to be careful about not annoying people when you can do whatever you want. Many players of Chaotic Neutral also have a tendency to end up in Good groups, playing Chaotic Good characters and doing things that are generally good, not just selfish — maybe feeling the need to Kick the Dog occasionally (even arbitrarily) for the purposes of a Character Check, to "neutralise" their Karma Meter. Many poor players also confuse Chaotic Neutral with "batshit crazy": a Chaotic Neutral character is not equally likely to jump off a bridge as he is to cross it, that would rather be Chaotic Stupid, and a competent Chaotic Neutral generally tries to avert being just that — although a player choosing to jump off a bridge is probably not all that interested in participating, anyway.
In Tabletop Games, Chaotic Neutral is often the choice of players who want to do bad things when the GM forbids playing evil characters, perhaps breaking up the party and killing Player Characters for the hell of it. (Protip: Killing someone or generally causing dissent "for the hell of it" is Chaotic Evil).
See Also: Lawful Good, Neutral Good, Chaotic Good, Lawful Neutral, True Neutral, Lawful Evil, Neutral Evil, Chaotic Evil
If you have a difficulty deciding which alignment a neutral-aligned character belongs to, the main difference between Lawful Neutral, True Neutral and Chaotic Neutral is not their lack of devotion to either good or evil, but the methods they believe are best to show it:
Lawful Neutral characters believe the best way is to have a specific, strict code of conduct, whether self-imposed or codified as a law. Their first impulse when making a moral decision is to refer back to this code; those with externally imposed systems (codes of laws, hierarchies, etc.) will try to work within the system when those systems go wrong. They will refuse to break the code even though it would hurt someone.
True Neutral characters are indifferent to Order Versus Chaos, and their only interest is in living their own lives. They simply live their lives, whether that means tearing down a code of laws, following a code of laws, creating an orderly society, causing the breakdown of some kinds of order, or staying away from society altogether. They have no particular objective.
Although in some works True Neutral can also mean that the character actively sees balance as a desirable end unto itself, and will fight Good or Evil organisations that they believe have become too powerful. This is a rather different type of character who actually has more of a Lawful Neutral mindset (obeying the law of balance is more important than conventional morality), but is placed into True Neutral to indicate that they cannot be assumed to back any side by default.
Most Chaotic Neutral characters don't constantly break the law, but they cannot see much value in laws. They believe that their own consciences are their best guides, and that tying themselves to any given code of conduct would be limiting their own ability to do what they want. They do not get along with anyone who tries to instill any kind of order over the Chaotic Neutral character, believing these people to be restricting their freedom. Chaotic Neutral characters often focus very strongly on their individual rights and freedoms, and will strongly resist any form of oppression of themselves.
When dealing with the examples of specific characters, remember that assigning an alignment to a character who doesn't come with one is pretty subjective. If you've got a problem with a character being listed here, it probably belongs on the discussion page. There will be no Real Life examples under any circumstances; it just invites an Edit War. Plus, real people are far too complex and multi-dimensional to really be classified by such a straightforward alignment system.On works pages: Character Alignment is only to be used in works where it is canonical, and only for characters who have alignments in-story. There is to be no arguing over canonical alignments, and no Real Life examples, ever.
Yuji becomes this towards the end of the series. He originally began as Neutral Good, and with an idealistic desire to build a new world where denizens can live without consuming humans to survive, he may be considered Chaotic Good. However, his ruthless pragmatism he implements in his plans place him into this alignment. He probably hangs between Chaotic Neutral and Chaotic Good.
Lina Inverse from Slayers can be considered one of the best examples of this trope in a Dungeons & Dragons sense, being motivated almost entirely by self-interest and whim. While she has morals that do prevent her from going too far to the dark side, and to come off as Chaotic Good once in a while, she is extremely selfish, greedy, bad-tempered, self-centered and impulsive, and comes off as petty on occasions, as she often refuses to give any attention, never mind assistance, to people who don't offer her a reward of some kind. Notable stunts include refusing to a fight a dragon (which A: she set loose and B: happens to be tearing down the village she's in) unless the Village Headman agrees to pay her, only agreeing to help a girl whose village has been enslaved in one of the movies after recalling that said village is built near Elven ruins, saving a girl from a rampaging Golem in another movie and then harassing her for a reward, and demanding a new companion of his surrender a family heirloom of his to her after finding out it's a powerful magical weapon.
The creator-deity of the Slayers universe, the Lord of Nightmares, fits this alignment even better, being chaos itself. Lets put it this way, She's the source of all good and evil. She created the world, and will destroy it when it pleases her.
Prussia, Russia and France show tendencies towards this, too. Prussia is generally too uncontrollable to qualify in other alignments (at best he may be Chaotic Good sometimes), France tends to do things as he wishes and thinks better without paying much attention (with the little head doing a good part of the thinking), and Russia tends to be too immature and childish to really know/care if he's doing the right or wrong thing.
Belarus might fit in here too, as she does stuff mostly to get Russia's attention and doesn't give much thought to others.
Hong Kong and Netherlands seem to be good choices here. Hong Kong is very mischievous and pranks almost everyone in his surroundings much to the despair of his Neutral Good brother figure China, Netherlands keeps a super stoic face but does everything in his power to either get more money or avert spending what he already has, to the exasperation of his Neutral Good sister Belgium.
Vegeta of Dragon Ball Z fame fits this alignment during the Cell Saga. He starts out as a textbook Neutral Evil who cares only for himself, and aspires to use the Dragon Balls to become immortal and take over the universe. This doesn't work out, and after the Frieza Saga he ends up stuck on Earth with no place else to go (his homeworld having been destroyed years ago). At this point he loses interest in immortality and becomes single-mindedly obsessed with becoming stronger than Goku. He's more than willing to help out against the arc villains, but mostly to feed his ego. That, and the fact that he doesn't want anyone else killing Goku.
Gene Starwind of Outlaw Star is a perfect example of this as the series begins, perhaps softening to Chaotic Good by the series' end. This has less to do with him being an outlaw and more with him being impulsive, hedonistic, lazy, immature and self-centered. This is one of the reasons why the crew is often broke; Gene refuses to take up small jobs, a very bad thing coupled with his spending habits (and his knack for randomly destroying things that he subsequently has to pay for). Aisha Clan-Clan also counts, though it seems that part of the reason for her acting so erratically is that she's something of The Ditz.
In a broader sense, the entire philosophy of the Outlaws centers around this.
Narrator: Those outlaws who are adrift and roaming the universe say, "You may not have the urge to break the law, but you are still bound to ignore it."
Excel from Excel Saga. All she cares about is serving her lord Il Palazzo, regardless of his intentions. She's also somewhat insane.
Probably also Lord Il Palazzo and Dr. Kabapu, in the manga at least, even though both insist otherwise. And indeed, probably majority of the main cast in general.
The titular Haruhi Suzumiya. She might help you out if you've got some problems which might be super natural in nature and got a couple of subtle Pet the Dog moments plus Character Development in the "nicer" direction; on the other hand...
And so is Asakura Ryoko. She's definitely chaotic ever since she said "Fuck you" to the Entity, or at least their conservative faction. In the 10th novel, she says that she only plans on acting according to her own will. And while she did try to kill Kyon twice, she isn't outright evil and can be genuinely nice when she isn't trying to stab you. Mainly, she doesn't really care about humans, can't really grasp her head around that concept of "life" and "death" regarding organic lifeforms, so pray that her objectives somehow coincide with your own. Then she'll be a great ally.
Also: Urahara Kisuke during the flashback arc. In the series proper, he's closer to Chaotic Good, but still doesn't completely qualify (e.g. awakens Ichigo's inner hallow without telling him, hides an Artifact of Doom in Rukia's soul.
Much of Squad 11 counts as Chaotic Neutral. The characters tend to like fighting, and put it above all else (even their orders. in the final battle, Ikkaku gets defeated and lets a pillar be destroyed rather than use his bankai and risk being forced to become a captain. Yumichika tells Charlotte Cuulhorne that if not for the convenient Rosa Blanca smokescreen, he would not have used the true form of his zanpakuto no matter what).
Potentially the Visoreds, as they mainly want revenge on Aizen for causing their hollowification and exile from Soul Society, rather than wanting to save the world or help the Gotei 13.
The Straw Hat Pirates of One Piece: Being pirates, they're criminals and lawbreakers by default, have no compunctions about stealing available loot (but except for Nami, so far only from people who were glad to pay them for the help anyway), and some of the cast members (Zoro, Nico Robin) are very willing to kill even decent law officers that confront them, whereas Luffy was unconcerned (or more likely didn't think that far) about creating a prison riot that loosened many rapists and murderers on the populace in his effort to free his brother, but they also tend to help people they like, at times.
An interesting example happens during the Skypea arc, the Titular pirates defeated a self-proclaimed god so they could steal the gold he had stolen first, this goes to the point that after saving the island from sure destruction Luffy personally woke up his crew carefully enough to not wake up the hangover habitants so they could sneak away with as much gold as they could carry, the habitants wanted to let them have it for saving them anyway, but other than Nico Robin none of the Straw Hats know that. Also, they usually spend all their money on parties.
Though Luffy also picked up a second motivation: to ring a giant golden bell to let a character he'd befriended earlier in the arc know that the giant floating island the Straw Hats were on, and that said character had devoted his life to finding, really did exist.
Dr. Kureha tends to act like this, coming in whenever she wants and treating the patients for certain fees she requests. Unlike Hiruluk, she does not have any great desire to save Drum Kingdom.
Luffy has even flat-out stated that he doesn't care about saving the world or anything like that, just protecting his friends. Fortunately, he makes friends very easily, who are always antagonized by just the right people for Luffy to end up saving the day anyway.
The titular character from Akagi fits this alignment to a T. He spits on societal rules, regularly cheats while playing Mahjong, won't obey even if it means death (not that he cares about dying) and generally isn't a very nice person. He isn't particularly malevolent, it's just that you better stay away from him.
Oh, Claire Stanfield. Only you can massacre dozens of not-very innocent people for both money and a bizarre interpretation of train etiquette, only to go completely (well, almost) straight by sunrise. Granted, his real alignment is probably "HOLY SHIT" but this is the closest the D&D system can get.
Also a fitting example is Graham, who is chaos incarnate, often doing a 180 on his opinions and is similarly inclined to go from threatening violence against someone to being creepily friendly in a No Sense of Personal Space kind of way.
Ronnie Schiatto is much more calm and collected than the two lunatics above, but nearly every decision he makes is ultimately towards one singular goal: The lulz.
Ryoko from all the various Tenchi incarnations. She's a lazy, conniving, hard drinking space pirate who robs banks for a living, but she's willing to fight to the death to defend her friends (even her arch-rival Ayeka).
Killerbee, who disregards his brother — the Raikage's — repeated reminders not to transform into his full Tailed Beast form and fakes being captured in order to leave the village and write music. He hardly cares about anything apart from what he wants to do at the moment, but doesn't do anything particularly bad in order to fulfill those desires.
Sasuke Uchiha seems to change alliances as often as he changes his wardrobe (the two actually seem to be somewhat connected anyway, as in the case of the Akatsuki robes) But it's more the result of this trope, which drives him to work with anyone as long as it furthers his own goals (and, by extension, betray them if simply leaving isn't an option), which means he's on his own side and no one else's.
The Ten-Tailed Beast is an enourmous, infinitely-powerful Eldritch Abomination that lacks emotions and thus is incapable of evil; however, during its reign, it routinely swallowed and spit out oceans, split the land, and destroyed entire regions out of instinct.
Hiei follows this alignment after his Heel-Face Turn in YuYu Hakusho; while he tends to help the protagonists, he usually does it because he's forced to, or because there's something he wants. He tends to spare his opponents, but usually because he doesn't feel like killing them, or believes he is under no obligation to finish them off. Raizen and Mukuro also qualify.
Although arguably Chaotic Evil in the first season, Suigintou becomes this in Träumend with her devotion to her sick medium Megu, which changes her motivation to participate in the Alice Game from meeting her father to curing Megu. She also seems to value her sisters somewhat more (albeit she would deny it), as she herself starts believing nobody is junk.
Mugen from Samurai Champloo is a great anime example (especially since he's an expy of Spike Spiegel). He's a lecherous, hard-drinking Anti-Hero who never lets the law (or the yakuza) get in the way of any opportunity for mayhem and bloodshed. But he's not Chaotic Evil since he won't just kill for no reason and tries to avoid hurting innocent people (though he'd "help" them usually for his own interests).
Greed in Fullmetal Alchemist rebelled against his creator, the Big Bad, to pursue his own desires (especially immortality). While he is quite selfish, he cares for his friends (albeit because they are in a sense, his possessions).
Dark Schneider, the Anti-Hero of Bastard is a ridiculously egotistical overpowered sorcerer, and a Handsome Lech. He fights on the side of good against various Evil Overlord types mostly because he wants to rule the world himself. This version of him (sealed in a Neutral Good human boy) is considered a saint compared to his earlier incarnation who was probably Chaotic Evil.
Bart from Fist of the North Star starts out as a Chaotic Neutral, but as he journeys with Kenshiro, he gradually develops good in his heart and eventually becomes a Chaotic Good leader of the La Resistance fighters in Fist Of The North Star 2.
Juza initially openly aims to do only as he himself pleases without any loyalty to anybody whatsoever, living a life of true hedonism. That said, even while he does try to do as he pleases, he still can't help but to be unconditionally kind to women, even giving a group of them more than enough food to support their families, letting them go even after having rescued them to introduce them to his harem. He does turn Chaotic Good when he swears his loyalty to Yuria after having been forcibly abducted to her and leads the assault against Raoh.
Graham "Mr. Bushido" Aker, Michael and Nena Trinity from Gundam 00.
Captain Ash aka Asemu Asuno in Gundam AGE. He joins the Visidian Pirates to keep both sides of conflict from triumphing over each other just to lock them into an eternal war, although he also frequently denounces his Lawful Neutral (or possibly Lawful Evil) father's vengeful ways of doing things to piss off people around him — even the ones in the Federation.
The titular characters of Panty & Stocking with Garterbelt, being individuals driven solely by their own selfish desires and particular whims for the moment. There's a reason they are referred to as "the Anarchy sisters". The whole plot of the series (such that it is) is that they were such unpredictably self-centered individuals that God booted them out of Heaven because S/He couldn't stand them anymore.
Souryuu Asuka Langley from Neon Genesis Evangelion could be considered as this as she is a Lawful Selfish character; very often her actions exceed the authority's expectation just to be recognized as the best pilot on Earth. Her Rebuild counterpart leans more towards Chaotic Good.
On the darker side of the scale is the cold-blooded Golgo 13 who is willing to perform any sniping mission if the price is right. While he is far from a Hitman with a Heart The people he kills are usually far from innocent, and indeed, on some of his government missions he's probably ended up saving millions of lives, but it's always just another job to him.
The Main Cast of Hunter × Hunter when they act as a whole is usually this. Gon and Killua are definitely Chaotic Neutral, though they sway more towards Good. Kurapika is Lawful Neutral and Leorio is plain old Chaotic Good.
The Incredible Hulk arguably fits in here. Sure, he'll go Ax-Crazy if you make him mad, and he'll cause tremendous amounts of damage in the process, but a lot of the time he does go crazy, it's because one of his enemies pushed him too far. He's capable of showing a certain amount of empathy and friendship in rare cases, and rarely seeks to hurt people or try and use his power for personal gain... but God help you if you provoke him.
Marv from Sin City certainly qualifies. He's a violent brute who is more or less insane, and usually kills his enemies in horrible, horrible ways, but like Conan does not kill innocents..
Downer Tarantula, the down-on-his-luck titular renegade drow elf and Jerk with a Heart of Gold from the Downer comics published in the Dungeon magazine, has this alignment. His stats were published in one of the last Dragon issues, so this can be considered Word of God.
One would expect that Lucifer would be evil, but though he is selfish and indifferent to the fates of lesser beings, he comes across as a good guy compared to Chaotic Evilomnicidal maniacs such as Sandalphon and Fenris. His own creation is portrayed as a much nicer place compared to our own, where Lucifer bans people from worshiping him out of his desire for freedom.
True to his chosen name, Madcap is a deliberately (both in the alignment and the insanity) Chaotic Neutral Cloud Cuckoolander whose only goal is to show people that the world makes no sense.
Mickey Mouse in his early characterizations was more Chaotic Neutral.
Scrooge McDuck acts Chaotic Neutral when he goes running off on bizarre treasure-seeking and other adventures based on crazy random whims that he imagines to be good money-making ideas (and that never are) and, usually, bullies his relatives to go with him, later probably holding them responsible for his failure and possibly trying to shoot them. This happens a lot in Italian comics, especially ones in which everything is kind of chaotic and weird anyway. Of course, plenty of other comics about Scrooge have similar themes, but they're not usually as bonkers about it. For example, in Don Rosa's comics, the thrill of looking for treasures is basically what he really lives for.
Some examples of the crazy sort include:
Donald remarks that Scrooge might well go hunting after coins of the Cyclops next. Scrooge gets interested and does some research that reveals such things do in fact exist. He builds a vehicle shaped like a robotic Cyclops and recruits his relatives to go looking for the coins. When it all goes wrong, he holds Donald responsible.
Scrooge gets inspired by his butler's reading some kind of book that has something to do with time. He does some research and it turns out that he can improve his business immensely by finding the Key to Time, whatever that is. After fetching the Key from the centre of the Earth, naturally kidnapping his relatives to go along (bursting from the ground in front of their house in a vehicle made for boring into the ground), he starts making money with it somehow. When it turns out he can't actually do that but Donald can somehow keep winning the lottery with something that he was given by the same people, Scrooge attacks Donald with a cannon out of envy.
Elizabeth from Gemini Storm only kills the monsters plaguing her town because she enjoys it. The fact that she may save everyone seems to be coincidence.
Deadpool seems to be trying this out lately. Early on, he didn't care so much about killing innocents. He'll still hurt them though, even his friends, though now they fall into the Amusing Injuries category.
Spider Jerusalem, dedicated to the Truth, no matter what, and perfectly willing to shoot the President of the United States with a gun that makes you shit yourself. He hovers on the edge of, and occasionally slips completely into, Chaotic Good.
Writer Landry Walker used this exact phrase to describe Supergirl's doppelganger Belinda Zee in Supergirl: Cosmic Adventures in the 8th Grade. She embraced the idea of chaos without becoming a full-fledged villain, using her enhanced "superior vision" to turn her fellow classmates into more straightforward Bizarros. Walker described Belinda's emotional state as being on a constant hair trigger, and that "she's not exactly evil but she certainly isn't good". Before being manipulated into becoming Superior Girl, all Belinda cared about was her own popularity and "awesomeness" and making Supergirl as miserable as she could.
Kid!Loki was this by design. The regular Neutral Evil Loki realized that because he was evil and bound by his own neuroses and anger with Thor (that he alluded to being irrational), he could not be a true God of Mischief since he was so darn predictable (try to kill Thor/impress Odin while doing something evil at the same time, fail, rinse, repeat) So he got himself killed and made it so if Thor reincarnated him he'd come back as a boy without all the mental baggage that kept making him evil/predictable. Kid!Loki's only out to save Thor and himself and try not to be the monster he sees his older self as quite possibly having been. He even admitted that he'd rather have stayed dead (if Thor had not reincarnated him) than stay as he was.
Though not easy to classify, V from V for Vendetta (the comic specifically) might be best described as a principled Chaotic Neutral, almost a contradiction in terms. He's a dedicated anarchist who believes in no government, hence chaotic; his goals are good but his methods extreme, averaging out to neutral. Ironically, it might be just the balanced presentation of the different sides that prevents him from being Chaotic Good instead, so that in a work closer to Black and White Morality he'd easily pass for good by doing the same things (killing "bad guys", mostly).
Mr. Mxyzptlk annoys Superman every chance he gets and can be a very sore loser, but he never actually means any harm and on occasion has to help Superman.
The majority of people in the the Undefeatable Little Village in Astérix are Type 1 Chaotic Neutral. They can't reasonably be described as good people, since their main interests are fighting enemies and fighting with each other, but neither can they be described as bad people, since they tend to feel bad the few times they cause actual serious harm to anyone and their violence is mostly good-natured. The only thing they really care about is their own freedom from the Romans, which they will secure at all costs, even if the Romans are actually benefiting them. People outside the village tend to find the people in the village really strange, and even nickname it a 'village of madmen'. The only exceptions are Asterix and Getafix, who are more Chaotic Good (they never get involved in brawls, act altruistically even to enemies and keep something of a moral code while still enjoying outwitting Romans), and Cacofonix, who is more True Neutral (all he cares about is music, and he doesn't even mind when people force him to stop with violence).
Fingers, a kleptomaniac magician encountered by Lucky Luke. He constantly steals something from people around him, even if only to give it back braggingly (which may be a way of compensating the fact that he can't help stealing), and plays all kinds of tricks on everyone while having no clear goal. He doesn't want to hurt people as such and can be quite amicable, but he's always causing trouble. In the story where he appears, he's both an ally to Luke and the chief antagonist — sometimes more or less both at the same moment.
Zaerini, the protagonist (corresponding to the Player Character) from the Baldur's Gate fan fiction "In the Cards", is explicitlynote statement spotted somewhere on the Gamejag forums where the story is posted Chaotic Neutral and makes a fine example — because her personality entirely makes sense but is still definitely Chaotic. She can be a sympathetic character, compassionate towards others and downright heroic — but towards those who happen to annoy her instead, she's a pretty awful (and awesome, if you sympathize) Karmic Trickster. She does whatever she happens to feel is right at the moment, and, in the end, seems to have no kind of consistent principles whatsoever, not even those that she might claim to. For example, shortly a quote from her that says she absolutely hates torture, she runs into someone who acts like an incredibly massive jerk towards her, prompting her to leave him tied to a tree in the middle of the forest covered in honey to be chewed upon by ants.
The DC Nation version of Mento defaults to this. In that universe, his telepathic abilities are uncontrolled, so he tends to reflect the alignment of whoever he's with. It wasn't an issue when he was with the Doom Patrol, as they were all good guys. It's after the Doom Patrol died, and his company was infiltrated by a Religion of Evil that he started going off the rails. Still, even despite the company he keeps, he isn't necessarily the nicest guy, just the one who will get the job done.
Kyuubi from Eye Of The Fox is depicted as something like this as while he is fundementally trapped within the mind of a 12 year old, he still divulges his own rules by making Naruto/Rad's training as grueling as possible and letting the boy take breaks and train when he says he can.
Imperfect Metamorphosis: Marisa, Rumia, and Rin. Marisa is a Mad Witch and a bit of a Jerkass, but even she has quite a few standards she wouldn't resort to, even going so far as to defy her own master for the sake of protecting her loved ones. Rumia is blatantly called out to be this since she's a man eating youkai and a prankster, but even she's terrified of the main antagonist in the story, her dark side Ex-Rumia, otherwise known as the Shadow Youkai, Rumia of the Darkness. Finally, there's Rin, which despite being convinced to help her and is regarded as "just a kid", Reimu doesn't believe she's not exactly a good person at all. This is probably because she failed a negotiation with her and quite willingly attacked her shrine to get away from her after a failed attempt at getting information from the shrine and learning about the Shadow Youkai's past or so. This may or not be an unsolved Plot Hole.
Joe: The Rojos on one side of town, the Baxters on the other, and me right in the middle. Crazy bellringer was right, there's money to be made in a place like this."
One of the bad guys in For a Few Dollars More, Groggy, is a bandit who is quite crafty and works with only those he can trust. In fact, the only thing that keeps him allied with Indio, who's trying to kill his own gang out of greed, is a shared enmity against the bounty killers that are going after Indio.
Captain Jack Sparrow, a free-spirited Pirate who may or may not be out of his gourd. May be Affably Evil, may be a Jerk with a Heart of Gold - probably close enough to call him Neutral, and definitely Chaotic. He becomes a little more benevolent in the 2nd and 3rd movie, when he returns to the Black Pearl to save his crew after running away from the kraken, and sacrificing a chance for immortality in stabbing Davy Jone's heart to save Will's life, leaning towards Chaotic Good, but still Chaotic Neutral.
The best proof has to be in the fourth film, when he wants eternal life from the Fountain of Youth...until he finds out someone else has to die for him to get the gift. This makes it, as he put it "a much less enticing prospect." He values freedom above all else, and tries to avoid impairing the freedom of others unless they absolutely will not get out of his way. Sacrificing an innocent life for no good reason doesn't fit with that.
Tyler Durden, the unfetteredUbermensch anarchist of Fight Club. Looking for a better world by destroying society as we know it. But not actually Chaotic Evil, considering that he constantly takes steps to avoid actually killing anyone. It takes a fair bit of planning for him to destroy several skyscrapers without putting any lives at risk.
In Planescape, he would be classified as an evil-tending Chaotic Neutral, landing him squarely in Pandemonium.
Johnny Hooker (Robert Redford), the unpredictable and erratic young con man in The Sting, especially in the first part of the movie.
Since those actions include murder and cannibalism he's arguably Chaotic Evil.
Flip from Little Nemo was definitely Chaotic Neutral in the movie Little Nemo: Adventures in Slumberland. He did screw things up for Slumberland by convincing Nemo to open the forbidden door, thus releasing the Nightmare King, but he was just having some fun.
The Plague in Hackers - an amoral mercenary hacker with an unusual philosophy;
The Plague: There is no "good" or "bad". There is only "fun" and "boring"!.
Mr. White from Reservoir Dogs. He's polite, loyal, takes honor very seriously, genuinely cares for his friend Mr. Orange enough to risk incarceration to keep him alive, and dislikes killing civilians. And he has no problem blowing several police officers to hell and torturing bank tellers by cutting off their fingers. And he's the nicest character in the movie. As Mr. Orange found out the hard way, "just because he's a nice guy doesn't mean he won't kill you."
Beetlejuice himself falls under this trope. He's dangerously unpredictable, and, though he's willing to help others...his idea of "helping" often involves endangering the lives of others, or conning them in some way.
The titular Drop Dead Fred claims to be Lizzie's only true friend, but it doesn't keep him from acting like a complete jerk to her and all the rest of the characters.
The Mask in both the movie and the animated adaptation (in the comics, wearers of the mask are more Chaotic Evil, ultraviolent and seeking revenge and mayhem). He just wants to have fun, even at the expense of certain people, and will fight those who cause trouble to The Mask or Stanley. Best summed by this:
With these powers I could be... a superhero! I'd fight crime, protect the innocent, work for world peace. But first... (goes to the mechanics who price gouged Stanley's car for revenge)
Si and Am from Lady and the Tramp. Though many people view them Neutral Evil or even Chaotic Evil (because they're viewed as the villains in the movie), in reality, they're more mischievous and curious than evil. So, this fits for them.
Riddick is a guy who does good things in a horrendously evil manner, and all because he wants to fulfill a deal so that people will just leave him the fuck alone.
Snake Plissken, protagonist of Escape from New York and Escape from L.A.. He's a career criminal who doesn't care about the rest of the world, and only goes to rescue the President because he's coerced. An example: at one point he comes across two punks passing an obviously drugged girl between them... and doesn't step in to rescue her or defend her, but just keeps on walking.
"Driver" from the movie Faster (played by The Rock) is most certainly this but bounces on Chaotic Good. He's a former driver for bank robbers, but is on a mission to avenge his murdered brother (also a bank robber). He spends most of the movie going around shooting the killers, but when confronts "Killer", an assassin, he moves a little girl out of the way before they have a shootout. Also, he even allows killer to live once he hears about him wanting to stop being an assassin so he can marry his girlfriend.
Ferris Bueller definitely qualifies. His whole goal in life is just to have a good time, with little regard for rules or even moral righteousness (his incessant lying speaks for itself).
The Marx Brothers never take the plot seriously in their films and will annoy everyone equally but still reserve most of their harrassment for the antagonists.
Most of the characters in Risky Business qualify as Chaotic Neutral, but Lana fits the mold especially well.
JD from Heathers is this in spades. He's a serial killer, which would normally file him under "Evil." But, rather than being a purely sociopathic killer, he kills only the bullies at his high school with the intention of making the school a bit more livable for the other kids. He lies and manipulates people to fulfill this goal and has zero regard for rules or morals. In other words, he's a total free spirit.
Conan the Barbarian could be the poster child for this trope. He's a thief, a reaver, a slayer... and everything else you can think of where there's an opportunity for violence, wenches and loot. Including piracy, assassination, mercenary work and becoming warrior-king of the richest country on the continent, the only thing that separates him of being Chaotic Evil is that he never kills anyone who does not deserve it or not trying to kill him, and never resorts to force or coercion when bedding a woman. Later in his life and after becoming king, he prides himself in having lowered the taxes and reining in on the Aquilonian nobles' excesses, making his kingdom probably the best place the best place to live in the Hyborian Age, and stalwartly refuses to abdicate even under threat of death (and with the promise of gold if he does) because he doesn't want to legitimize the claim of his evildoing adversaries, therefore making him more a case of being Chaotic Good.
Despite all animals being True Neutral, rampaging animals in fiction, such as the dinosaurs in Jurassic Park, often behave in a Chaotic Neutral manner — they probably aren't aware and don't intend the damage that they're doing, but they sure as Hell manage to cause a lot of it.
On the topic of Michael Crichton's work, the nanobots from Prey probably fit this trope too, at least to begin with, because the harm they cause isn't intentional. As events progress and they become more intelligent, however, they inevitably go from this to Chaotic Evil.
Achilles of The Iliad may temporarily devote himself to a particular ruler, but at the end of the day is loyal only to himself.
Queen Mab from The Dresden Files, at least from Harry's perspective. Unpredictable, alternately helpful and malicious. This fits her pretty well. Her daughter, Maeve, probably fits here too, though Mother Winter is probably closer to True Neutral.
JarlaxleBaenre. The drow who is not actively malevolent, but is a great opportunist. He dresses like a pimp. He'll stab you in the back on a whim (and patch you up if he decides he made a mistake). He tries to reform assassins and corrupt knights. He is, or at least was, the male favored one of a female misandrist goddess, from birth, not that he reciprocated. He thrives in the midst of chaos, a calm, smirking eye in the raging storm. He is Chaotic Neutral on legs.
Liriel Baenre, before she turned Neutral Good, though some of the attitude stuck well. Never appreciated typical drow viciousness, but just as competitive and scheming as her peers. Has a lot of fun with social engagements anyway, using high social status, arcane talents inherited from the city's Archmage and penchant for pranks. Was quite happy in such an environment, then had to leave in hurry, tasted the surface life and decided it's more fun. Found side-adventures for fun and profit even in the Underdark. Was priestess to Lolth whom she abandoned when had to choose between goddess and lover, then tried Eilistraee for some time (she's really into dance, after all), this didn't worked out well, so she converted again and serve Mystra (for such a dedicated mage it's a natural choice).
The Meddler of the Firekeeper novels is generally in this area. Besides he does with the main characters, the stories that exist of him, as told in the fifth book, describe how he earns his name by getting involved in situations with seemingly good intentions but without ever considering the consequences. Most telling is a tale in which he persuaded a boy to run away with a girl his father was loudly opposed to his marrying, only to learn after the fact that the two were in fact half-siblings. While she was ignorant of the fact, the boy fully understood who she was to him.
Discworld Elves, the local version of The Fair Folk, are essentially Chaos personified. They don't have enough of a concept of morality to be actively evil, but you really want them to stay far, far away from you. They have been compared to cats.
In her appearances in the New Jedi Order, Vergere appeared to be Chaotic Neutral, starting on the "side" of the Yuuzhan Vong, then flipping, then flipping back, then capturing Jacen Solo to torture him, then helping him escape, then claiming to be a Jedi of the Old Republic posing serious questions of morality and ethics to Luke's order. Later novels put the kibosh on that.
Elric of Melnibone, Michael Moorcock's anti-hero, is kept alive by the Gods of Chaos, but he'll tender his services to the highest bidder.
The Melnibonean hover between Type 1 of Chaotic Neutral and Type 2 of Lawful Neutral, their actions are said to be based mostly on a search for pleasure but also by rigid adherence to traditions.
Gollum in The Lord of the Rings is definitely not good, but overall he comes across as more unstable and deranged than truly evil. He has some serious issues, after all. If we're to look at his two personalities as separate characters (as the movie did), "Sméagol" would be Chaotic Neutral and "Gollum" Chaotic Evil.
The Book of Lost Tales, the posthumously published first draft of The Silmarillion, contained two war-gods — Makar and his sister Meássë (whose names mean "battle" and "gore"). They were loyal to the side of good, but yet were sympathetic to the great enemy Melko, because they delighted in ceaseless violence. They were quietly dropped from the book, probably because having a pro-Melko/Melkor faction among the gods would have opened up a few cans of worms that Tolkien didn't care to deal with.
Yossarian, the protagonist of Catch-22, is positively dedicated to Chaotic Neutrality.
Simkin, a side character in Weis and Hickman's Darksword trilogy, sums up the Chaotic Neutral life philosophy (and his own) with the declaration that, "The game is nothing, the playing of it everything."
Archie, the gang leader in The Chocolate War and Beyond the Chocolate War, is either this or True Neutral. When Obie remarks that "You really hate this school," he responds "I don't hate anyone or anything." Obie is somewhat disturbed by this, wondering if he loves anyone or just walks through life in a fog.
Peeves the Poltergeist from Harry Potter is a literal spirit of chaos. He delights in wreaking havoc wherever he goes, but his pranks tend to be more annoying/humiliating than seriously dangerous. The only individuals at Hogwarts who can exercise control over him at all are Dumbledore, the Bloody Baron, and on one memorable occasion, the Weasley twins. Nearly Headless Nick actually uses him in the second book to spare Harry from getting a possible detention for letting Argus Filch catch him track mud on campus.
The philosophy of the Dark Others in the Night Watch series fits this- praising individualism with an attitude to the effect that everyone should look out for their own desires and not infringe on those of anyone else. In practice, they tend to forget the last part making them more Chaotic Evil, although some of their members might qualify. The best example would be the Villain Protagonist witch Alice. Within the first several hours of her story she drains her mana reserves staving off her mother's incipient heart attack, then replenishes them by infuriating a random guy who gave her a lift, rescues a mouse from some jerks who were torturing it and then demonstrates total consent with the prospect of child sacrifice in order to win a minor brawl with the Light Ones.
Lisbeth Salander, the Anti-Hero protagonist of The Millennium Trilogy, is as Chaotic Neutral as they come. If you stay on her good side, great! She'll help you in your time of need. However, if you do anything bad (especially towards women) she'll make you hurt in ways you can't possibly even begin to imagine. The way she treats her victims prevents her from being Chaotic Good, but the nature of her victims prevents her from being Chaotic Evil as well.
Alaska Young of Looking for Alaska is the very embodiment of this trope. She's brash, impulsive, and hurts people on a regular basis with little to no explanation for her actions. Sure, she treats Pudge with a great deal of kindness, but only out of personal fondness for him. With her untimely death, due entirely to how impulsive and unpredictable she is, the entire book ends up being an example of how being Chaotic Neutral is not a good thing.
Balram from The White Tiger will do anything it takes to break out of the Rooster Coop.
Luke Rhinehart, the protagonist of The Dice Man, epitomizes this trope.
The Gawtrybe in Martin the Warrior are a tribe of Psychopathic Manchild squirrels whose morality operates solely on the basis of what makes a "good game". When the heroes first meet them, they want to play "chase" ... up a cliff, and if they catch the heroes, they get to throw them off. During the climactic battle, however, they are persuaded to help the good guys on the basis that slaughtering vermin makes an equally good "game".
Lestat is the epitome of Chaotic Neutral. He often does things just to see what happens, and is especially delighted to buck tradition just for the sake of doing so. He actually does a number of evil things, but he tends to abhor other evil creatures, especially ones who are systematically and purposefully evil like Akasha.
As she becomes more anti-heroic, Arya Stark probably falls into this (having started off as Chaotic Good). She doesn't hurt innocent people and still feels sympathy toward them, but she is quite bloodthirsty in her desire for revenge, and by the fourth and fifth books of the series has killed people whose guilt was at least questionable. However, what keeps her out of falling into the True Neutral of her new associates is that she still retains her reckless, independent streak and has not yet succumbed to the Individuality Is Illegal ethos of the Faceless Men.
Eloise could definitely be considered Chaotic Neutral. While her actions in the underwhelming adaptations of the series tend to veer towards Chaotic Good, her actions in the original books often harmed both good and evil entities, and she clearly couldn't be bothered to give a damn about it.
Su Wukong aka Monkey King from Journey to the West starts out this way. He is not quite malicious enough to be evil (barely) yet he uses his powers to bully anyone and everyone he comes across to get what he wants, when he feels insulted, has no respect for authority, and does what he wants because he can. It takes being trapped under a mountain for 500 years and going on the pilgrimage to India to slowly mature him into Chaotic Good.
Live Action TV
Klingon society's outward face seems to be Lawful Neutral, but its internal politics walk the line between Chaotic Neutral and Neutral Evil.
Q is a straighter example; he's chaotic in order to amuse himself, but neutral in that he honestly doesn't care about mortal politics or morality.
Quark fits here as well - his only real motivation is profit, and though occasionally he does something good it's not his primary M.O.
It seems odd, but Sisko actually points out that Quark is explicitly Lawful Neutral; it's just that his Lawfulness comes from following the Rules of Acquisition as his code of conduct (a morally Neutral set of rules that don't really concern themselves with local laws). His Heart of Gold-Pressed-Latinum pushes him towards Lawful Good or Neutral Good (since he has to violate Rules of Acquisition to help others for no profit) at times, and the Grand Negus ends up enacting reforms on the whole Ferengi Empire to push them all that way (to use greed for the common good instead of JUST personal profit).
The Nietzscheans from Andromeda - they work on the principle of "enlightened self-interest", which means they can do anything the writers want.
Lampshaded at one point in an Alternate Timeline episode where one of the Nietzcheans responsible for the uprising that destroyed the original Commonwealth finds himself completely disgusted by the current conduct of his people. They were supposed to be a race of Warrior Poets but forgot about the poetry and the "enlightened" aspect of enlightened self-interest.
Dr. Gregory House, sometimes. Definitely on the side of Chaos, as he chafes under authority - be it legal, professional, or religious. He rebels at every opportunity, and his rigorous problem-solving method seems holistic, piecemeal, and free-associating (complete with 'Eureka!' moments) rather than strictly logical and linear. House doesn't seem to care enough about his patients as people to be Chaotic Good, but is too dedicated to saving them to be Chaotic Evil. On a good day, or during Season 6 and most of Season 7, he uses his abilities for good to the point of being more Chaotic Good.
Michael Westen of Burn Notice. He'll help out the underdog if they appeal to his sense of justice, but his immaculately thought out plans often end with the episode's antagonist dead in an alley.
Fiona's is other example of Chaotic Neutral. She's impulsive, violent, enjoys beating on people, as is as likely to be unwilling to help the needy as she is likely to want to help them. She's not above using others to further her own ends especially towards toying with Michael.
The Suite Life series: Zack Martin in both The Suite Life of Zack and Cody and The Suite Life on Deck, London Tipton could arguably fall under this as she just does whatever makes her happy while being a jerk about it but does have a hidden heart of gold like Zack Martin.
Boy Meets World Shawn Hunter is of this alignment, always defying authority, doing whatever he wants while dragging Corey along. Despite this he is extremely loyal to Corey.
The Shadows of Babylon 5 are initially portrayed as Chaotic Evil. However, later we find out that their antagonism with the Vorlons started off as an educational partnership for the benefit of younger races, making them Knights Templar for Chaos, and really more Chaotic Neutral than evil.
Stargate SG-1: Vala Mal Doran swings between fighting to save the Milky Way Galaxy from the Ori threat to being only in it for the money, including (but not limited to) pretending to still be a Goa'uld so she could take a planet for every cent it had. Occasional moments of heartwarming vulnerability may also just be her messing with your head.
While the rest of the Leverage crew start out as this and work their way during the first season to Chaotic Good Parker stays Chaotic Neutral.
Red Dwarf - Lister and Cat. Though, Lister edges up to Chaotic Good through Character Development, The Cat is the truest case, as he really does not care, so long as you don't mess with his clothes or his food.
Noble Demon Alex Russo of Wizards of Waverly Place. she is lazy, irresponsible, selfish, openly mocks authority, and at times treats her best friend like a servant. However she does actually love her family and Harper and in the end will usually do the right thing even though much of the time "the right thing" means fixing a problem she caused in the first place.
Rayanne from My So-Called Life. She's a total free-spirit. Constantly partying, drinking and having sex with little to no sense of guilt over how she's affecting Angela or any of her other friends.
Blake, Avon, Cally, Vila and the rest of the seven from Blakes Seven.
The titular Sherlock Holmes of BBC's Sherlock falls to this alignment, solving the numerous cases that the Metropolitan Police Service brings before him as an excuse to satisfy his intellectual vanity, and repeatedly stepping over regulations and normal practices in order to achieve what he desires, and proves to be an insufferable pillock towards those around him.. That said, his few friends are very dear to him, to the extent where he is willing to fake his death to ensure their safety.
Chandler Bing of Friends is mostly this during the first few seasons with some Chaotic Good tendencies thrown in but gradually shifts towards Lawful Neutral later in the series. Phoebe Buffay fits this to a T especially later on in the series, early on she's more Chaotic Good with Chaotic Neutral moments.
Jesse Pinkman of Breaking Bad is a meth cook and murderer, yet his moral standards, overwhelming sense of guilt and overall puppy-like naievety make him, at heart, not cut out for crime. He is also impulsive, self-destructive and wonders aloud "what's the point of being an outlaw if you've got responsibilities?". Jesse's friends Badger, Skinny Pete and Combo also qualify. Though willing to deal meth, they are all ditzy, dumb and more dangerous to themselves than anyone else.
Puck (Robin Goodfellow) in most traditional incarnations, notably William Shakespeare's A Midsummer Night's Dream, and especially in Gargoyles where he seemed to go out of his way to be a Literal Genie just for his own amusement.
Elaborating on the Queen Mab example above, in general, The Fair Folk are at best Chaotic Neutral, but can easily become Chaotic Evil, as they are extremely capricious, just as likely to torture someone to death as to help them. The ones in Discworld are more on the Chaotic Evil end, as is the villain of Jonathan Strange & Mr Norrell (although his vendetta against Strange might move him into Neutral Evil). For instance, one story has a "faery servant" Tom Brightwind who does good deeds for completely selfish reasons, and being a human raised as a faery, the Raven King is comfortably in this category.
Most incarnations of Peter Pan probably match this alignment best.
This is about the nicest (and probably the most accurate) way to describe the collective mindset of /b/.
Traditional Robin Hood (i.e. before storytellers added the "rob from the rich, give to the poor" schtick) was Chaotic Neutral: he was just as likely to go out looking for a random fight as he was to look for a rich person to rob.
Type 5 in "Nuclear Man" by Angry Johnny And The Killbillies.
Kavinsky the undead driver, from what we've seen of the music videos. He seems to really enjoy being chased by cops.
Calvin is a definite example, being extremely unpredictable, as well as hating all kinds of rules and limitations. He's frequently at odds with authority figures, especially school and his parents, makes up his own rules to games — or makes up new games altogether — and has the kind of imagination that'd almost suggest he has a problem with reality itself. He's selfish and egoistic, and usually doesn't help other people unless he might profit out of it. His Super Hero alter ego Stupendous Man fights "tyranny", meaning any authority figure telling him to do something he doesn't want to — or might just drop a big snowball on Susie's head. His general thoughts about the state of the world and mankind, as well as his fondness for animals, would suggest an alignment change to Chaotic Good later in his life, though.
The Pointy-Haired Boss from Dilbert isn't so much evil as he is straight-out insane (and stupid). After all, what other alignment would give someone a bonus for something they did, then refuse to tell them what they did because then they might do it again and expect another bonus.
Alice: Congratulations, you've motivated me to act randomly. PHB: I'm going over here, and I don't know why.
Switches between this and Lawful Evil whenever he talks to Catbert.
Snoopy from "Peanuts" and (on a Good Day) Lucy van Pelt.
Most of the major gods from Classical Mythology fit this despite being bringers of order. They are extremely fickle and it is never known if an insult will slide or set them off. Their "gifts" often come with strings attached in unpredictable ways. They themselves often represent chaotic elements like the sea, war and love. Yet they are not malicious enough to be evil.
The Mastermaid, with her very considerable magic powers, which she first uses to serve a man-eating giant, then to help the prince she's fallen in love with escape from said giant, then to mercilessly torment three men whose only crime is wanting to marry her. She marries her prince; he'll be in trouble if she ever gets mad at him...
A modern example of this trope would be CM Punk. His character absolutely despises authority, and will go out of his way to mock or provoke anybody who attempts to get him to change his mind. Punk will also take every opportunity he can to get ahead, even if it means cashing in on a weakened opponent, be they a babyface or a heel. Punk is straight-edge (both in Kayfabe and Real Life), and that means he's "better than you" and not afraid to tell you so.
"Stone Cold" Steve Austin lives by the motto "Don't Trust Anybody" and is concerned with nothing so much as drinking beer and kicking ass. He can occasionally be convinced to do the right thing for the sake of doing the right thing, but is just as likely to turn on the convincer and beat him up for shits and giggles once the good deed is done. About the only thing he's ever been consistent on is that he absolutely hates being told what to do.
Kane is another good example. He's been a face for a good portion of his career, but he's clearly not a case of Dark Is Not Evil. I think what makes him so popular with the crowds is simply because he's such an effective Bad Ass - that, and also the fact that he has often been bullied and tormented by even more evil wrestlers (not to speak of his near-death by burning at the hands of his "brother," The Undertaker), resulting in him becoming a most unusual version of The Woobie. (Most notably, it was hard not to sympathize with Kane during his feud with Evolution in 2003, during which Triple H dressed up as him and....well, if you've been to the wrestling section of the horrible thread, you know the rest). While Kane is undeniably a sadist and a monster, he only attacks people who actually deserve to have their ass kicked. He finally turned heel again in the summer of 2008 when he tortured Rey Mysterio Jr and stole his mask, although he seems to get cheered by the fans even now.
Dean Ambrose has picked up the Chaotic Neutral ball and run with it. There's a reason the guy's nickname is "The Lunatic Fringe." The influence of Heath Ledger's portrayal of The Joker is plain in everything he does.
The Random Number God, appropriately. He'll give you great rolls or horrible ones, depending on what he finds most amusing that day.
While the Eldar commonly fight against threats to Order and Good like the Necrons, Tyranids and Chaos, above all they are concerned only with their survival, the deaths of innumerous members of the "lesser races" insignificant in comparison. Members of the Imperium describe them as a capricious, fickle force of the universe like the aforementioned Orks and Tyranids, yet realise that allying with them is often the difference between victory and defeat.
If you stretch it, some of the Chaos Gods in both Warhammer and Warhammer 40,000 might barely count as Chaotic Neutral. Nurgle might be the best example, since he does love you. A lot. Then we have Necoho and Malal, while not any of the greater chaos gods, act more benevolent than the other gods, in Malal's case, he practically only focuses on other chaos gods, since he represents chaos turned against itself, and Necoho is the god of atheism, which means he practically only targets religious cults of any kind, in addition to the other chaos gods.
In the earliest fluff, all of the Chaos Gods were Chaotic Neutral, being neither good nor evil, but simply embodiments of a particular set of emotions and related concepts. Though many Chaos worshippers did end up sliding into extremism and becoming evil, it was perfectly valid to have a relatively "good" Chaos worshipper, who applied the teachings of their patron in a manner that was at least not actively dangerous to most, and maybe even sometimes beneficial — a Khorne Champion who would never harm the weak, instead seeking to fight and kill only the strong and deadly in order to prove themselves worthy of Khorne's ideals, for example. Subsequent editions have played up the Chaotic Evil aspect of the Dark Gods, however.
The Chaos Gods are still Chaotic Neutral. They aren't really concerned about anything but themselves, and rarely even pay attention to the mortals, unless they perceive something as a threat to them (in fact, most of the horribly evil things champions of Chaos do is to attract the attention of the Gods for even a split second so that they could be elevated to daemonhood). The Gods themselves don't really actively strive to do evil things, they just want to increase their own power. The Daemons and mortal followers of Chaos tend to be Chaotic Evil, however.
Indeed, because of this, the Chaos gods are treated as evil in the same way as Cthulhu is treated as evil, since they technically have a moral system that is beyond human comprehension. As to this, they technically are Chaotic Neutral, but due to human lack of understanding to the morals of the chaos gods, they appear Chaotic Evil in human moral terms.
Ogres and Orcs seem to fit in Fantasy. Orcs fit like they do in 40K, being bad but not really that much worse than the "good" armies, and Ogres will work for anyone for a good meal and some more gunpowder for their leadbelcher cannons.
A prominent Chaotic Neutral race in D&D are the grugach, also known as wild elves. Unlike the more noble high elves, they're a violently xenophobic culture of forest-dwelling nomads.
In Pathfinder, the slaadi are replaced as Chaotic Neutral's exemplars by the serpentine proteans, the living embodiments of raw creative and destructive potential (as opposed to the slaadi, who represented rampant self-indulgence, another aspect of Chaotic Neutral). Perhaps not incidentally, the primordial gods of Egyptian myth, the Ogdoad, were depicted as frogs and snakes.
Almost every Shadowrunner, and most Shadowrunning teams fall victim to this standpoint. The ones who go too evil find themselves obsessed with either blood magic or insane amounts of cybernetics, while the ones who wind up too good eventually go legitimate. Or start up a television show once their statute of limitations expires.
The Blue/Red colour combination (exemplified by the Izzet guild) is probably a good example of "smart" chaotic neutral. Their thought processes are generally non-linear, they leap from idea to seemingly (often actually) unrelated ideas for the sole purpose of learning new things, regardless of what those new things are and often without even questioning why they need to know them.
Black in its most benevolent form is generally this or True Neutral.
As an extension, more sympathetic examples of Black/Red characters are this, with black providing the selfishness of a typical Anti-Hero and red providing the empathy and love to provide Pet the Dog moments and sympathetic streak that keeps the character from being evil. It's rare, but it certainly happens occasionally.
The Destroyers factions in Monsterpocalypse who go on destructive rampages out of pure instinct alone. The Planet Eaters mostly consume anything they can get their claws on. While the Savage Swarm smash anything that has bright and shiny lights.
Siegfried from The Ring of the Nibelung. Siegfried's disregard for law is emphasised by him breaking the Lawful Neutral Wotan's spear, a representation of law, while his father died when Wotan used his spear against him. Siegfried doesn't seem entirely good, coming across as rude and arrogant. His father Siegmund is a product by his father Wotan to create someone Chaotic Neutral who can defy the laws that prevent Wotan stopping threats to his power. However Wotan manipulating him into this means he isn't truly free and he comes across as trying to be Chaotic Good.
Joel from The Last of Us. He fights and kills people strictly to survive, but there's one other thing; He sacrifices all of humanity to save one girl; Ellie. That shows that he is selfish, and didn't even give Ellie a choice on whether she wanted to not be used for a cure.
Naked Snake from Metal Gear Solid: Peace Walker. He builds his own country to avoid law, is willing to be a mercenary for any country no matter who's in charge, etc. In Snake Eater, he even says so.
Lilica Felchenerow from Arcana Heart. Her main goal is to just have fun and play harmless pranks, actively tries to break the rules, and doesn't care much for the dimensional disturbance.
Insufferable Genius Kira Daidohji probably fancies herself to be a Lawful EvilOverlord, but despite her intelligence and overblown ego, her plans are too simplistic and random to make her really dangerous.
Arcueid Brunestud of Tsukihime is quite a complex case. She is whimsical, naive, somewhat self-centered, and definitely Chaotic... but, while she isn't too concerned with morality, she can be very kind when she wants (especially with Shiki...) and refuses to give in to her vampiric urges, not wanting to become a blood-sucking monster. She, too, is probably hanging between Chaotic Neutral and Chaotic Good.
The Vault Hunters from Borderlands since their only goal is to get to The Vault. They eventually mature, and by the end of the third DLC, having driven the Atlas Corporation away from Pandora, they can probably be considered Chaotic Good.
The Vault Hunters from Borderlands 2 with the exception of Maya. Most notably is Krieg, who for the most part is so insane that basic communication is difficult for him, but does have a (deeply suppressed) conscience and tries to prevent himself from killing innocent people.
Eiji Shinjo, the brash main character of Battle Arena Toshinden, probably started out with this alignment, never mind his more heroic anime incarnation. He used to only care about himself, his only objective being to surpass his brother Sho in fighting skill. He eventually matures, and by the end of the third game, he can probably be considered Chaotic Good. That is, prior to his Face-Heel Turn in the fourth game, which quite a few fans refuse to consider canon...
Akuma from the Street Fighter series would qualify. One could be excused for thinking he's evil, but he has his own code of honor that prohibits him from harming innocents or fighting in a match that would be too unfair (case in point, he stopped his fight with Gen when he realized that he was sick). He also killed M. Bison during the time he tried to make Ryu fall to the Satsui no Hadou.
In his days as Dr. Baldhead, Faust was Chaotic Evil. After coming to terms with the death of one of his patients, he seeks redemption and acts much like Tezuka's Black Jack. However, he still takes some pleasure in bloodshed - as pointedout by I-No. Insisting on "curing" Chipp with an oversized scalpel and risking his own life to protect Venom, both due to to his interpretation of the Hippocratic oath, he might not be eligible for the Chaotic Good badge just yet.
Black Jack himself likes to cultivate this reputation, though his Pet the Dog moments lean him a bit towards Chaotic Good. However, he's very much a mercenary of medicine and will heal criminals if the price is right, and feel completely justified in refusing treatment to those who can't pay (though he does end up doing much more charity work than his reputation would suggest.)
The Demoman from Team Fortress 2 is clearly this. He does look extremely unpredictable, does not play by the team's rules and uses explosives to inhibit the opposing team's advancement in the level, being a rugged Chaotic Neutral in this situation, even being a defensive class.
Most of the Team Fortress 2 characters can be considered this, the soldier, if not transitioning between Chaotic Evil or Lawful Stupid is an outright type 5 headcase. Depending on interpretation, the Scout and Pyro are also arguably of this alignment
In Warcraft III, Grom Hellscream◊, previously a Chaotic EvilBerserker, permanently cements himself as a Chaotic Neutral Berserker instead. Every action he takes that isn't fueled by his desire to atone for his past sins is fueled by his anger at anyone whom he views as an enemy. Near the end of the Orc campaign he falls once again to his Chaotic Evil side but redeems himself by killing the demon responsible for cursing the Orcs (and thus freeing them from the demons) in exchange for his life.
Illidan Stormrage◊ in the same game. His main goal is power, and at a brief glance it seems that he's willing to do absolutely anything for it, but he shows from time to time that there are things that still matter to him, such as his childhood friend Tyrande and the lands he grew up in. One reading of his actions would be "a really selfish and greedy guy who tries to be good to show off but doesn't really know how to"..
The goblin race as a whole, who care about nothing but their own personal freedom, profit, and explosions - in that order. They never pick a side unless their freedom is put at stake and Word of God says they'd be just as at home in the Horde or the Alliance - the Alliance simply accidentally attacked the Kezanian goblins first, prompting their joining the Horde.
Annah, the fiercely passionate, mercurial young tiefling from Planescape: Torment, is a thief, a guttersnipe, and a corpse-seller—but while she has a sharp tongue she doesn't have a genuinely mean bone in her body. The pyromaniac mage Ignus wants to burn down The Multiverse, but his mind has been scrambled too much to have a concept of "morality" and "malice" and is unaware why setting fire to everything is something other people would have a problem with. (They set him permanently on fire as a punishment, and he likes it.) And Nordom is Chaotic Neutral because he was split from the Hive Mind and values his own newfound individuality more than anything even if he covers it up in Robo Speak and generally behaving like a regular Modron.
Rouge the Bat, The Vamp, is pretty hedonistic, being a jewel thief and pretty ruthless when it comes to getting a mission done. However she is not actively a bad person.
E-123 Omega is a robot that embraced free will and turned on its master, which makes it Chaotic Neutral.
Despite her character sheet listing her as True Neutral, the tiefling rogue Neeshka in Neverwinter Nights 2 has a personality that practically screams Chaotic Neutral with most of her suggestions being (small-scale) evil or chaotic, but she still seems to have a nice streak that shows through on occasion.
Then there's Qara who is listed as this alignment, but is Chaotic Stupid - being quite selfish and tends to want to set things on fire just because she can, regardless of what the object is or the safety of anyone else around. One can make the interpretation that Qara is merely too pampered and immature to understand the concept of control however and she will risk her life for a true friend, though in the end, her hatred of Sand proves much stronger than any bond of friendship she feels towards the Knight-Captain.
Gannayev-of-Dreams from Mask of the Betrayer is an example of a CN character who actually acts like it. He's type 1.
Everyone in the Grand Theft Auto series is Chaotic Neutral, seeking only their personal profit; owing allegiance to nobody. Although the fact they kill people should count as Evil, you also have to consider that all the protagonists in Grand Theft Auto live in a world of crime where killing is like an everyday commute. The probable exceptions would be Victor Vance from Grand Theft Auto: Vice City Stories who does what he does entirely out of necessity to help his sick brother, and though he absolutely hates what he's doing and tries not to hurt people, he also doesn't attempt to help them. And then there's Niko from Grand Theft Auto IV, whose aspiration is to live the American dream and retire from the life of crime he made in Liberty City, which would make them more True Neutral. Antonio Cipriani from Grand Theft Auto: Liberty City Stories could be argued to be Lawful Evil, since he operates within a hierarchy and has absolute loyalty to his crime family and is willing to do anything, up to and including leveling the entire Little Italy neighborhood to weaken a rival syndicate, to further his gang's goals. He even ground up a man who refused to pay protection money to prove to his own mother that he was as tough as his father, and then gave the man's remains to the man's own store to be sold as meat to customers.
In Mass Effect Renegade Shepard's goal is fundamentally sound (stop Saren in the first game, stop Harbinger and the Reapers in the second and third games), and, if all Loyalty missions are completed and if s/he saves everyone from the Collectors, s/he does seem to genuinely care about his/her crewmembers, willing to risk his/her own life many times over in the name of helping them. But it seems that those are honestly the only two things s/he cares about, as his/her methods can be a little... extreme. S/he seems perfectly fine with punching out reporters, workers, scared survivors, and generally anyone who pisses him/her off, s/he will also happily allow a factory full of workers to burn alive in Zaeed's loyalty mission, will force Jack to kill someone else so as to embrace her killer's instinct, and generally just acts like a total jerk to everyone around him/her. During Samara's loyalty mission, he/she can choose to kill and replace her with her daughter.
As for Shepard's companions, Wrex fits this trope fairly well for most of the first game, but evolves into Chaotic Good in the second if he survived and subsequently became the Krogan Warlord. You can also nudge Garrus down this path in Mass Effect 1 and 2 if you encourage him to embrace the Jack Bauer approach to handling crime, and Jack slowly starts to become this if you explore her romance path and convince her not to kill Aresh on Pragia. Grunt also typifies this in Mass Effect 2, seeking to determine who is the strongest by fighting everyone, regardless of clan or alignment. It could be argued he turned more toward Chaotic Good after his loyalty mission, though.
In the second and third games, Aria T'Loak falls into this...sort of. Supposedly dedicated solely to her own interests, she certainly fits the neutral part. The chaotic half is a little less clear - sure, she's got no regard for the laws of the galaxy as the head of a massive criminal empire, but a) she resides in the Terminus Systems, which are regarded as lawless as compared to Citadel space, and b) she controls Omega, which technically makes her the authority to a degree.
The Daedra from The Elder Scrolls, despite being technically beyond good or evil, often come across as Chaotic Neutral. Only problem is, their divine shenanigans can destroy entire worlds...
It's more like some of them do deeds that are disagreeable to the inhabitants of Tameriel that earn them the "evil" status.
Sheogorath, as the Daedric Prince of Madness embodies Chaotic Neutral in his particular universe. Since he is the embodiment of madness, he could be compared to a pendulum that swings between Chaotic Evil, Chaotic Neutral and Chaotic Good, but tends to stick with Chaotic Neutral. On one hand, he can be psychopathic, (Killing a person for having a beard) and Ax-Crazy, while on the other hand, he helped the Chimer (who later became the dark elves) move from Summerset Isle and form their pre-tribunal culture, and is the source of creativity. He's also very keen on punishing those that deserve it, or teaching lessons to people, usually in the oddest way possible. So, in short, he IS the very definition of Chaotic Neutral. He does what he wants, and says fuck the consequences. Well, when his madness doesn't run in "take consequences into account a little bit too much"-ways (he is the God of Madness... including paranoia and compulsive behaviours).
Player characters. Any 100% complete playthrough will see the protagonist arbitrarily being heroic at one turn and fiendish at the next, blatantly disregarding the law, betraying friendly NPCs, slaughtering armies of mooks, helping some innocents and murdering others in cold blood, and stealing everything that can be carried off, with truly no goal other than the pursuit of power. In short, the player is Above Good and Evil.
Atton Rand from Knights of the Old Republic II is mildly insane, largely out for himself, and it's rather tricky to predict exactly how he'll respond to anything. More specifically, Atton starts out neutral. How the Exile behaves toward him can guide his Character Development to either good or evil - but he remains chaotic regardless, and the fact that the Exile can gain influence with Atton through either kindness or total gore-spattered psychopathy says a great deal.
Kingdom Hearts: Axel. While ostensibly a member of the bad guys, he does what he wants, when he wants, through the entire series. In Chain of Memories, his duty seems to be that of The Mole, but he really only does his job because he wants to, not out of any sense of loyalty to the Organization. Indeed, at one point he muses that "all the players are in place," and that he's looking forward to "one hell of a show." In II, he actively plays both sides, alternating between helping and hindering Sora as he feels like it. He follows his orders to bring Roxas back, but only because he himself has an interest in seeing him again. He kidnaps Kairi, but only because he knew it would bring Sora to their door that much quicker. At one point, he shows up and all but spells out the Organization's plot to Sora's face.
He returns as complete-being Lea in Dream Drop Distance, unambiguously on the hero's side, so he may be closer to Chaotic Good now. He still loves screwing up other people's complicated schemes.
Boomerang from Wild ARMs 1 has one goal in life: to fight the strongest opponent he can find. He is most definitely not a good person, but he isn't truly malicious either. Lucied, his wolf companion, is also of this alignment.
Guybrush Threepwood is almost a human personification of chaos. While destroying the evil LeChuck is a good thing, he mostly does it out of trying to get into Elaine's pants (nevermind his Pant of Holding is big enough to put her in.... er, let's not go there). He lies, steals, and openly cheats to get what he wants - proper for a MIGHTY pirate but hardly ethical, but he doesn't do it out of malice (well except for nailing Stan into a previously-used coffin, but that's Stan). In fact, he seems highly unaware of the consequences of his actions, and tend to refuse to take responsibility for his failures when it does blow up in his face. (Isn't this a textbook example of a psychopath?)
Two characters from BlazBlue are very different forms of Chaotic Neutral:
Arakune, who is simply too insane to form any coherent thought beyond how to survive in his current state.
Kokonoe, whose singleminded devotion to bringing down Yuuki Terumi causes her to use any means whatsoever towards destroying him, up to and including nuclear warheads.. That said, despite being a bitch, she isn't an actively malicious or evil person, and is shown to have genuine care towards her subordinates, particularly Tager.
There is also Ragnathe Bloodedge, but he is only part-time Chaotic Neutral. Most of the time he is Chaotic Good on account of the Good Is Not Nice trope... The occasional neutrality is due to him waging a one-man war against the opressive NOL, indiscriminately slaughtering every Mook and Punch Clock Villain he is able to find in its branch institutions. He isn't waging this war for altruistic purposes, like wanting to free the people from oppression or bringing peace and stability, either. No, he simply wants revenge on the NOL and Terumi for fucking up his life.
Raziel from Legacy of Kain. He's belligerent, defiant, and rebellious against most everyone he meets. He expresses no remorse at cutting down the mooks that get in his way, even though they are completely incapable of killing him, nor does he bat an eye at draining the souls of helpless victims chained to walls, though he's not as sadistic about it as Kain is. He rarely thinks his actions through, making choices that cause great harm only because they benefit, or could potentially benefit him in the short term. Though he claims to be trying to restore balance to the world, his true motivation is selfish revenge and later, escaping a Fate Worse Than Death, regardless of the consequences. Up until his Heroic Sacrifice, that is.
Black Whirlwind from Jade Empire, an Ax-Crazy mercenary whose chaotic and impulsive actions (sleeping with his employer's wife, cutting in two a girl two rivals were fighting over) normally end in him having to kill everyone in self-defense. The only thing that stops him being Chaotic Evil is that he seems to regret this outcome, if only because he doesn't get paid.
Same goes for Cha Dawn from Alien Crossfire, leader of the Cult of Planet, whose ultimate goal is to respect Planet's environments at all costs, even if that means returning Planet to its pristine state (making him at least borderline Chaotic Evil).
Wario did a brief stint with Chaotic Evil in his premiere game, Super Mario Land 2, but quickly and permanently settled here afterward. He has little interest in fighting for (or against) good or evil, only treasure.
Depending on who you ask, Morrigan in Dragon Age: Origins may be of this alignment. She is consistent about the fact that she will not be controlled or restrained by laws and rules, but what pushes slightly closer to this then outright pure bitch evil is that several times in her backstory she mentions avoiding fights rather then just killing people that get in her way, though she is easily capable of doing so. However her vanity and blatant statements that power is the best method of personal freedom, and at least one VERY morally questionable action causes her to skirt Evil quite frequently.
Oghren is a Chaotic Neutral; and so is Zevran if you manage to win his loyalty. Morrigan could more accurately be classified as an evil-tending Chaotic Neutral.
Anders in Awakening is a nice guy, but basically Chaotic Neutral at heart, as his goals are personal freedom for himself, but he otherwise finds it too much work to worry about the rest of the mages in Thedas. Once merged with Justice however.....
In Dragon Age II, Isabela would have you believe that this is her alignment, but deep inside she's a surprisingly moral person. Her biggest weakness, appropriately, is the offer of getting a good ship and returning to the freedom of the sea.
"I like big boats. I cannot lie."
Alex Mercer of Prototype. He holds very little concern for individual human lives and kills often, out of necessity (unless you decide otherwise), or when bystanders get in his way (which is sadly very easy for them to do). On the other hand, he genuinely cares for his sister and his ultimate goals are downright heroic. In the war between The Virus and the Blackwatch, Alex is a side all by himself and such a pure force of destruction that it's impossible to classify him as good, but his alien and fragmentary mind and good intentions, even fueled by rage, exclude him from evil. Either way, funny little things like laws don't even slow him down.
Surprisingly enough, Gabriel from Castlevania: Lords of Shadow, in becoming Dracula after fate screws him over, does not turn into Chaotic Evil in spite of his desire and actions to get revenge on the world that has wronged him. Instead, he falls into the Type 4 Chaotic Neutral category, battling a threat even worse than he himself all the while dealing with cruel fate and his unforgiving offsprings that want him dead.
Shadow from Final Fantasy VI is actually an interesting case on how a character can have this alignment without being a raving loony. He's withdrawn and silent, but has little patience for any sort of laws or binding contracts. In the game itself, he'll show up as a Guest Star Party Member, and has a random chance of leaving the party after a random enemy encounter. According to his character introduction:
"He owes allegiance to no one, and will do anything for money. He comes and goes like the wind..."
About halfway through the game he starts leaning towards Chaotic Good or possibly even Neutral Good, but when the World of Balance is destroyed his character development stops, hits the Reset Button, and when you recruit him again, all of his character development from then on is flashbacks ending with Redemption Equals Death.
Shinon in Fire Emblem9 and 10 rolls with this, abandoning the player in the first game in the player's darkest hour simply for a lack of interest in working for you, going over to work for the enemy, and then coming back. Rolf serves as his Morality Chain.
As a more literal example, also from the Tellius saga, Yune, Goddess of Chaos, is more or less the embodiment of this, though she also takes the role of Chaotic Good during the last act of the game.
Dryst from Brigandine. He's got a Kingdom, but didn't bother to rule it and instead uses his authority just to party all day and have fun with fighting and wars. Anyone who wants to join in the fun is allowed to the party, people in Iscalio suffers but he didn't care. What separated him from Chaotic Evil is that aside of some Pet the Dog, his fun doesn't exactly refer to 'directly making others suffer' like Bulnoil. There's a reason why he's called "The Mad Monarch".
Science isn't about why, it's about why not? Why is so much of our Science dangerous? Why not marry Safe Science if you love it so much? In fact, why not invent a special "safety door" that won't hit you on the butt on the way out, because you are fired! Not you, test subject, you're doing fine. Yes, you. Box. Your stuff. Out the front door. Parking lot. Car. Goodbye.
Another one from BioWare: In Star Wars: The Old Republic, Tharan Cedrax is a bit of a mad scientist, experimenting cheerfully with technology from lost or obscure civilizations. He is of the opinion that knowledge itself is morally neutral, and will be very upset if you destroy that shiny Artifact of Doom, WMD, or highly unethical research project in his presence. Yet, he is very happy to solve situations without having to resort to violence, and is very fond of his lovely (virtual) assistant Holiday.
The Chaos Servants in Dark Souls belong to the covenant of the Daughter of Chaos, The Ancient White Spider (A.K.A. Quelaan, as referred to in the credits and in subtitles). Chaos Servants devote their life to the Daughter of Chaos, who sacrificed her own health to ease the pains of those suffering from the Blight in The Great Swamp.
The robbers you play as in PAYDAY: The Heist fall into Type 1. They rob and steal from high profile people or companies just to get rich quick and are willing to kill any law enforcer that gets in their way. However, the robbers don't target innocent civilians because they are not a part of their heist, but they can tie them down to use as a hostage against the police.
Final Fantasy XIII: Fang, whose primary motivation is find Vanille, ensure she's safe and hitch a ride back home to Gran Pulse, whether that means helping the Calvary (Lawful Good), the party (Neutral Good - members vary), or neither. It's actually used against her, when she contemplates completing their Focus (i.e. do the opposite of your party's goal and destroy Cocooon) because it means Vanille won't become a Cie'th. It's best summarized in this line:
Fang: Pulse and Cocoon can rot for all I care. [...] I'll tear down the sky, if it'll save her.
The Yes Man/Independent Vegas track in Fallout: New Vegas can be this depending on how the player plays the rest of the game; its intrinsic Wild Card nature makes this the most common Courier alignment on that track.
The Outsider from Dishonored is a scary example. He is basically a very powerful and nigh-omniscient Humanoid Abomination who seems to live in Another Dimension and only interacts with the world by appearing to people he judges "interesting", providing them with discussion, secrets and supernatural powers. What or who exactly he finds "intresting" is difficult to grasp, but what is extremely clear is that:
He couldn't care less for good and evil, morality and depravation; he aknowledge they are powerful human emotional drives but appears completely unconcerned with them himself. Most of the people he touches have at least a bit darkness in their soul, but it's arguably more because as a rule "happy people have no stories" than because he specifically enjoys evil, pain or sorrow.
He has no grand plan or big agenda. In fact he looks rather pleased with himself and it doesn't seem he wants to achieve anything at all. That's why he does not expect or asks those he touches to do anything specific with their gifts; he is mildly surprised if you use them in an unexpected way, but never judgemental. On the other hand, the very choice of the persons he bestows his gifts upon almost invariably leads to more chaos. It seems he just enjoys engineering "interesting" situations and letting them play out.
Haer'Dalis is an actor and sees the whole world as a stage — and takes it about as seriously as one: you can have all sorts of drama, but nothing that happens really matters, especially when his Doomguard philosophy is all about how entropy will destroy everything sooner or later and that's just a good thing.
Augus from Asura's Wrath is a Type One. He works with the Seven Deities only because it promises him the best women, food, drink, and above all fights.
After burning down the house and barn of some guys who tried to kill him: "I know it wasn't lawful, per se. But I find the scope of the law can be rather limiting. What's lawful doesn't always coincide with what's right, Freckle. And that was very right."
This applies to the Jägers of Girl Geniusmost of the time. The main exceptions are when they are directly obeying or protecting a Heterodyne, in accordance with their centuries-old oath (bar Vole, who was kicked out of the Jaegers and now obeys Baron Wulfenbach).
Pintsize from Questionable Content. He's certainly chaotic, but he's not really good, considering the amount of gleeful havoc he spreads. But he's not really evil, since he never really causes any lasting damage. Having said that, there's a reason why Faye and Marten were required to put down another $500 for the security deposit on their apartment.
Magarce from Tally Road. Diminutive feline Siamese pirate girl, as quick to kill you as she is to pounce you and ravage your innocence. Once you figure out she's Chaotic Neutral, she makes more sense- kinda.
Coyote of Gunnerkrigg Court, in keeping with his nature as The Trickster. He is quite mischievous, and seems to have an agenda that is opposed to the Court, but he is not actively malicious, shows a great fondness for Ysengrim and Reynardine (the latter of which he regards as a cousin), as well as towards Antimony and her dead mother (even going so far as to hug Antimony after seeing her sadness while he reminisces about Surma). Reynardine himself probably fell into this category before the time of the comic, although his current alignment is more ambiguous.
The titular Schlock of Schlock Mercenary is chaotic neutral, with a tiny dash of good thrown in. He mainly fights just for the "BOOM", chugs Ovalkwik like a drug, considers kittens "comfort food", and has little respect even for the loose rules of Tagon's Toughs.
In The Inexplicable Adventures of Bob!, Galatea has undergone significant alignment drift towards niceness since she was first introduced, but she still seems to drift around the Chaotic Neutral area, with little to no respect for the laws of society. She was effectively raised in a box, and so maintaining her personal freedom and avoiding confinement are overwhelmingly important to her.
Larisa from Sandra and Woo is a classic example for this alignment. At the same time as her friend Cloud suggests to be quiet to not draw unnecessary attention to the group, she draws unnecessary attention to the group by pushing a cupboard out of a window (which is smaller than the cupboard itself!). Woo, like most raccoons, is also a Chaotic Neutral character.
Julio Scoundrel (a cross between Han Solo and Obi Wan) from The Order of the Stick is very much this — there's even two shirts with him on it. The Chaotic Good one is "Job Security is for Wimps!" (Though Word of the Giant pegs him as Chaotic Neutral.) There's also a better one: "It doesn't matter whether you win or lose, as long as you look cool doing it."
Sam Starfall of Freefall would qualify. Laws mean nothing to him, and he enjoys breaking them, stealing things and blackmailing people far more than he should, but there's no actual malice behind his actions - he seems to steal for the fun of it rather than the profit, and cheerfully helps Neutral Good Florence save the robots of the world because screwing with Ecosystems Unlimited and the mayor is more fun than his usual petty crime.
Aylee is introduced as an alien stranded on Earth who wants to stop just eating people and get a job. She becomes a sidekick who tries her best to fit in but hasn't got a clue about how anything works in the human world and is constantly driven by her biological impulses — mainly hunger — which also means she keeps eating people when in a carnivorous form, not capable of properly understanding why and how it's wrong. When she thinks she understands how something in human society works, her ideas about it tend to be rather random: "They say you don't have to buy anything, but I know the deal! I ordered 50 subscriptions for each!" Eventually altered by Character Development.
Oasis is... well, it's a mystery, but it's known she was raised and experimented on by Dr. Steve, who established some kind of Mind Control over her that specifically affected her through emotions. After his death, she's left carrying all kinds of random orders to feel and act in certain ways, the result being that her actions don't make any actual sense. It's not just that following a number of different orders causes this, as single orders that she can't rationally process also cause her to act irrationally. Eventually, she decides she wants to be a hero and on the side of good, but she's still got a weird sadistic streak, as well as delusions that cause her to target actually innocent people. Bun-bun called her a "demented toddler".
Axe Cop, being "written" by a child as he is. He's a good guy and the hero, of course, but to a fairly large extent, when he's not fighting bad guys, he just follows whatever whim strikes him. His idea of something funny to do was to travel back in time to prank random people in ways that killed them; he went berserk when his birthday cake didn't have a candle of him on top; and when he and Dinosaur Soldier were asked to act as babysitters, they ended up creating cyborg version of themselves to punch the baby whenever she cried while they traveled to Magic World.
The Adventures of Dr. McNinja: King Radical. Short version: all he cares about is the Rule of Cool. Longer version: He comes from the Radical Lands, where absolutely everything runs on the Rule of Cool, and said rule seems to be the only moral compass he has. Though he's a villain and a criminal mob leader, he's often not terribly evil, making efforts to improve the town he settles in (Cumberland, Maryland) that make it both a better place and more radical. In an alternative future, he even became the Big Good in humanity's resistance against space dinosaurs. On the other hand, he cares little about people unless they're radical, and has no scruples against crime or just being a jerk. He's quite impulsive and selfish, and the more insane a stunt is, the more he likes it.
Red from Ruby Quest, despite starting as Chaotic Good, has fallen squarely into this alignment by the time Ruby and Tom find him, mainly due to insanity. The fact that he's technically responsible for everything going haywire probably didn't help.
Dad of Dads Home fame (as well as Dad's at Work and Dadgame.) He may have a knack for destruction, the attention span of a retarded goldfish, a healthy disregard for the laws of physics and a permanent insane grin, but he doesn't seem to lean towards good or evil in particular.
Gordon Freeman's Alternative Character Interpretation in Freeman's Mind. He spends most of the time trying to escape from Black Mesa, and while he does occasionally help others along the way when it is convenient, he will never take huge risks to rescue other scientists. The lack of true harm from his actions and the fact that he has a fairly sympathetic goal keeps him from he evil side of the scale, but the fact that he mostly just cares for himself (making him an Unsympathetic Comedy Protagonist) keeps him from becoming Chaotic Good (although he does have Sociopathic Hero tendencies). The chaotic part, on the other hand, is really clear, even before he started killing off hostile soldiers (if his dialogue about his past is to be believed). In fact, most "Mind Series" protagonists fall under here, with the possible exception of Adrian Sheperd, who, as you'd expect from a marine, seems to be Lawful Neutral.
The Nostalgia Critic (the character, not Doug Walker himself). He clearly has a standard of morality as demonstrated by his faithfulness in pointing out evil as it occurs in the movies he reviews (as well as Broken Aesops), but isn't above issuing rivers of biting sarcasm, or maybe blowing the head off a sufficiently annoying character with his gun. And chaotic? Why, yes.
Debatable. Linkara's persona seems to lean more towards Lawful Good, especially since he not only went out of his way to bring Spoony back from the dead but even showed sufficient mercy to grant his split personalities (one of whom being his arch enemy) lives of their own. Plus Benzaie was willing to risk exposing himself to an obviously homicidal Nostalgia Critic to save Spoony in Kickassia.
Neopets: Sophie, after the potion incident that drove all the Neovians crazy against her family, escaped into the Haunted Woods and became an embim
Dorroile of the Something AwfulDistrict Bulletin series. He appears to practice real life dadaism in an effort to emphasize the absurdity of District's customs.
In his Counter Monkey series, Noah Antwiler discusses alignments and the problems they can cause when the party comes to moral dilemmas and other players or the DM challenge if what the player wants to do is within their alignment. He mentions that to him, Chaotic Neutral is the "cop-out" alignment, as they will do what they want when they want without regard for the consequences, and thus for players, anything their Chaotic Neutral does could be considered within their alignment. He further states he considers Chaotic Neutral characters to be borderline insane, caring only for themselves with no regard for anyone else and rebelling against authority and organized society.
Yahtzee of Zero Punctuation calls himself the "free-spirited, Chaotic Neutral rebel of video game journalism".
This assertion actually fits into his personality in reviewing. He chose to be good while playing Infamous mainly to spite the game's seeming default assumption that you'd be a villain. And in his Overlord 2 review, he discusses at length how "Being a dick in a dickishness simulator is just as boring as being good in any other game." Yahtzee's gameplaying persona seems to derive sadistic glee not from morally questionable behavior, but from defying the preset expectations. He does sarcastically mention in The Stinger "debate whether I am actually Chaotic Neutral or not" so, even if this analysis is right, it's still wrong.
Daffy Duck is a very close second — he's equally as Chaotic Neutral as Bugs, he's just not as good at it. Though some of his cartoons with Speedy Gonzales, such as "Assault and Peppered" and "Chili Corn Corny," depict him more as a Neutral Evil character.
Yakko, Wakko and Dot from Animaniacs. Similar to Bugs in that they only strike back when provoked. However, their definition of "provoked", in this case, is far looser.
Zuko goes through every neutral alignment. Most of season 2 has him in Chaotic Neutral, however.
As do the pirates. Pay 'em, and they don't care what country you're working for.
Eccentric businessman Varrick from the sequel, The Legend of Korra, is the very definition of the trope. He'll help or screw over the good guys or the bad guys depending on where he'll benefit.
Varrick: Korra, who warned you about Unalaq? I did. Bolin, who got you into the movers? I did. Asami, who saved your company? I did. Mako, who got you thrown in jail? I did. Oh yeah, guess that was a bad thing.
Futurama has Professor Farnsworth, who apparently does whatever he likes, inventing things like the Smelloscope (thus saving the world) and incredibly destructive weapons that can blow up planets like the Sphereoboom (also saving the world, ironically). Despite this, he has never actually done anything bad with them - many of these weapons appear to be mainly for show.
"I suppose I could part with one and still be feared..."
Kenny is often this in South Park. While he does right by his friends most of the time and will save the world if pressed to do so, he is nothing short of a hedonist, has no problem shooting animals on sight, would much rather play video games, doesn't care about saving the whales, gets it on with the school slut while still in 4th grade (and dies of an STD). He'll even go along with some of Cartman's schemes in the earlier seasons.
It is notable that his superhero persona, Mysterion is Chaotic Good of the vigilante variant.
Cartman himself can fit in this alignment when he's not a villain.
Beavis and Butt-Head. They tend to goof off, listen to heavy metal, piss off people, and generally do what they want whenever they feel like to starve off boredom, which may unintentionally harm some people. They are also very dumb to even be aware what's going on. This is very clear in their movie. Beavis and Butthead were in a terrorist plot involving a biological weapon that can detonate in Washington D.C., what do they think about at this time, "scoring" with a chick.
Harley Quinn usually averages out here; at least as she's depicted in the DC Animated Universe. She's not strictly evil, and shifts sides at the slightest prompting, but almost always falls back under the sway of the Chaotic EvilJoker. Her portrayal in the comics is more in line with her puddin', however.
Terra from Teen Titans. While she tries to be Chaotic Good, she's got a whole slew of personal issues that leave her open to becoming a pawn for the Big Bad, and while she's not generally malicious she can be scary if you hit her Berserk Button. Fittingly, she spends her appearances torn between the two sides finally settling on Good, before dying. Maybe.
Robin slips into this from time to time, primarily when it involves capturing Slade.
Red X is the show's best example of this trope: he makes it very clear that he's on his own side and no one else's, which makes him fully capable of playing the villain or the hero depending on whichever he feels is most advantageous to him.note However, when push comes to shove, he tends to slide toward the good end of the chaotic scale, and never the evil. He sums up his character alignment in one dialogue exchange:
Chaotic Neutral is the best way to describe Marceline from Adventure Time. When Finn and Jake first meet her, she forcibly evicts them from what used to be her treehouse. The second time, Finn spares an old man's life to become her henchman, but all along, Marceline wanted Finn to kill a dangerous plant. Every appearance since indicates that Marceline is one of Finn's friends, and he's recently stated in song that she's one of "(his) best friends in the world".
Add The Flame Princess to the list, though her father insists that she's evil. We even have this exchange:
Finn: And... everyone is evil here?"
Flame King: "Mmhmm... all evil."
Finn: "And... is Flame Princess evil? Or maybe chaotic neutral?"
Flame King: "She's evil."
Lemonhope definitely fits here. While not nearly as bad as Lemongrab, he still puts his own freedom and desires ahead of others. He only goes back to save the lemonpeople because his conscience is preventing him from enjoying his freedom. After he disposes of Lemongrab, he promptly leaves.
Oberon from Gargoyles isn't really malicious, but neither is he governed by any sort of morality more complex than his immediate whims. As he's also a Physical God, this amorality makes more dangerous than most of the show's straightforward villains—but only if he cares to be for some reason.
Freakazoid! is just, well, Chaotic. Period. He's technically on the side of the law, but he drives the villains so insane you can't help but almost feel sorry for them. He does what he wants when he feels like it, and his ADHD tends to just lean towards doing good. At least his handlers try to steer him that way.
Kaos, the god/personification of Chaos from Aladdin: The Series. He's not evil, he just sees order as stagnation and boredom so he sees it his duty to stir up people.
The Parasprites in are bugs that reproduce fast and can throw a town into mayhem by not only eating everything but also making a mess and bugging people in general for no particular reason.
When the Chaotic GoodCloud Cuckoo LanderGenki Girl Pinkie Pie uses the Mirror Pond to make copies of herself, they turn out to be more extreme versions of herself, that are not very intelligent and endlessly poing around happily looking for fun — heedless of the mess, bother and inconvenience they cause to others.
Discord, the spirit of chaos and disharmony, was originally a Chaotic Evil archetype. However, he eventually became friends with one of the ponies and realised he couldn't go on wreaking random havoc everywhere now that he actually cared about someone who couldn't agree with that. He stopped trying to mess up the world and torment everyone, but in his appearance at the beginning of the fourth season, he remains fickle, unhelpful and lacking empathy, and likes to mess with people.
Transformers Animated has the Dinobots, as they only possess primeval animal instincts. They simply prefer to be left alone, but they tend to cause trouble to the Autobots for one reason or another. They were once threatened to by Prometheus Black, and were seduced by Blackarachnia.
Bart Simpson from The Simpsons is definitely of this alignment. All he cares about is doing his own thing, and doesn't follow any rules.
Riley, Ed, and Rummy from The Boondocks. While all three aim to be Chaotic Evil (given that they want to either be thieves or drug dealers depending on the episode), their complete incompetence pushes them towards Chaotic Neutral.
Peter Griffin probably fits this alignment best, at-least pre-Flanderization. Although his actions often cause large-scale destruction, he is rarely genuinely malevolent rather he is just stupid and impulsive. He is a lunatic with the attention-span of a goldfish and performs the most random acts for his personal amusement.