%% Zero Context Example entries are not allowed on wiki pages. All such entries have been commented out. Add context to the entries before uncommenting them.
* Marco and David in the ''Literature/{{Animorphs}}'' series, though Marco's generally regarded as more likable about it.
* ''Literature/{{Discworld}}:'':
** The city guard of Ankh-Morpork tend to be this for reasons of intimidation and respect. Most of the Watch use psychologically brutal interrogation methods and tend to have a hit-or-miss approach to the whole "catching the right guy" thing, which is ironic since their commander, Sam Vimes, is known for being a strong proponent of judicial ideals, even if he is cynical as sin. They are arguably justified in their methods, given how outnumbered they are by the criminal element, and how entrenched into the city structure the said criminals are. However, the officers' sense of responsibility and respect for Vimes, coupled with their propensity for frightening retribution against those who have harmed their own, or committed high crimes, tend to manage crime with some measure of efficiency..
** Interestingly, the books that ''center'' on the guard tend to downplay their jerkassery, since most of the people exposed to it are of the AssholeVictim variety or otherwise deserve it, and the watch members themselves are fairly charismatic and fun to read. In other books, however, it is usually the ''protagonist'' who comes afoul of the watch, in which case they come across as overly paranoid, unintelligent, and needlessly antagonistic. The dissonance between the books can be jarring, to say the least.
* Caine from Michael Grant's ''Literature/{{Gone}}'' series in ''Plague''. Drake all the time. Penny in ''Fear''.
* Roald Dahl's ''Literature/{{Matilda}}''
** Agatha Trunchbull.
** Also, Harry Wormwood, whose used-car company sells cars -at outrageous prices - that only survive for a few miles. Because their engines are filled with ''sawdust''. He deals in stolen parts, and uses a drill to turn the miles back on old cars. And then there's how he acts around Matilda.
* Max and Moritz in Creator/WilhelmBusch's ''Literature/MaxAndMoritz''. Two unruly malicious boys who arrange pranks and practical jokes, and finally push their jerkassery too far.
* Mr. Krupp (when not in Captain Underpants mode) and Melvin Sneedly from ''Literature/CaptainUnderpants''.
* Nowakowski from ''Literature/DoraWilkSeries''. He's sexist cop who ass-grabs any woman in vicinity, drinks when on service - from victims' own bottles, no less - and prefers to follow his own lead even if all the evidence points to the contrary, just because it's more interesting. And on top of that, he's just plain mediocre at his job.
* Kristy's dad in ''Literature/TheBabySittersClub'' series is portrayed this way in the ''Forever Friends'' book where he remarries, and even moreso in TheMovie. It's also hinted at in ''Claudia's Book'', where she notes that as a little girl she seriously disliked Mr. Thomas.
* Fyodor Pavlovich Karamazov, the father of ''Literature/TheBrothersKaramazov'', is a Jerkass through and through. He even tells his youngest son that he knows he is wicked and is openly wicked, but goes on to say that [[HumansAreBastards everyone is wicked]], only he tells the truth about his nefariousness. He managed to drive two wives to premature deaths through sheer force of personality, [[DysfunctionJunction almost completely abandoned his children shortly thereafter]], indulged in prostitution in front of one wife and continued to after her death, and would borrow money from people all over and dine at others' expense, among other things. Before he is murdered, he planned to continue living this way for another twenty years or so. The judgmental reader couldn't really be sad to see him go, but the old bastard was [[RuleOfFunny rather hilarious.]] He somewhat resembled Peter Griffin of ''WesternAnimation/FamilyGuy'' fame for how outlandish and blunt he could be.
** The lawyer in the book uses as his legal defense that murdering him cannot be treated as murdering someone's father, because he ''is not'' a father to his children.
* In ''Literature/TheSilmarillion'':
** Thingol sends Beren to a fate he considers certain death. He gets better.
%% The following are Zero Context Examples. Please provide context before uncommenting.
%%* Fëanor in ''The Silmarillion''. Morgoth will also qualify, as [[JerkassGods he is a vala]].
%%* And Fëanor's seven sons.
%%* Turin Turambar, a rare example of EmoTeen in heroic fantasy.
** Ar-Pharazôn The Golden of Númenor, who is jerkass enough to estabilish a ReligionOfEvil and to strive nothing less than overlordship of the whole world.
* Nynaeve al'Meara and especially Elayne Trakand from the ''Literature/WheelOfTime''; they have all the negatives of Aes Sedai, (aloof, egotistical, and rude), and none of the positives (wisdom). They frequently get captured due to not having backup, and when they are saved they never thank anyone. The ultimate example is when they are captured by members of the Black Ajah, and are taken to the Stone of Tear, a fortress that has never been captured, and is only fated to be captured when the Dragon is reborn. Mat Cauthon learns this, he and Juilin Sandar go into the Stone of Tear, defeat several highly trained guards, duel a High Lord of Tear, and rescue them, and they respond by storming off. It's not until they are told to apologize by Elayne's best friend, Aviendha, and her Warder Birgitte that they do apologize. Then Elayne mocks Mat for being raped multiple times by a woman, after having first annulled her promise to treat him with respect when she thought that he was the criminal and not the victim.
** The rest of the Aes Sedai seem to suffer from this; Elaida comes off as borderline insane, and by the ''Knife Of Dreams'' the Tower Aes Sedai have turned the White Tower into a war zone beause they are so egotistical. Cadsuane Melaidhrin actually uses being a Jerkass as a strategy by just being a complete jerk to everyone. She is such a jackass that everyone just does as she says so she will leave them alone.
* In later volumes of Creator/TerryGoodkind's Literature/SwordOfTruth series, after he became a rabid objectivist, he had a tendency to write his views into his books in the most blatant way possible; by having his "good" characters stop the story for pages and pages at a time, so that they can speechify to those around them (and thus, the reader), expounding upon Goodkind's views in a ham-fisted fashion that left no doubt in anyone's minds that this was just Goodkind preaching at us. Anyone who was shown disagreeing with this was portrayed not only as wrong, but irredeemably evil, and those nay-sayers who were important to the plot would ultimately prove themselves to be rapists and child molesters. This had the undesired but very present effect of making it seem like all of Goodkind's "heroes" were total jerkasses, unable to accept any viewpoint but their own. After all, this is the series that had its ''hero'' kick a little girl in the face with such force that she went into a coma and her healers weren't sure if she would ever wake up!
* If it's written by Creator/JackVance, regardless of if it's Fantasy or Science Fiction, there's a high probability that there will be at least one amoral narcissistic callous Jerkass. Or several. In some of his stories (''Literature/DyingEarth'' for example), it's hard to find a character who ''isn't''.
** The first ''Dying Earth'' novel had a few people, largely protagonists, who were halfway decent human beings. The second through third don't have ''any'', and the fourth has Rhialto the Marvellous, who occasionally shifts over to MagnificentBastard or JerkWithAHeartOfGold territory. ''Occasionally''.
* The unnamed Seeker, main antagonist of Stephenie Meyer's ''Literature/TheHost'', is like this. Especially notable in that, in a species that is biologically predisposed to being Messiah, she ''still'' manages an attitude that would make Series/{{House}} cringe. Her freed host turns out to be even ''worse''.
* Heathcliff of ''Literature/WutheringHeights'', a tyrannical, joyless creep who systematically sets out to destroy the lives of practically every single person he knows in the aid of some nebulous plan of vengeance for having been separated from his soul-mate, Catherine Earnshaw - whom he never really seemed to get along with, either, come to think of it. Amazingly, despite this, only one person in the ''entire novel'' seems to consider just moving away from the miserable bastard's Yorkshire stomping grounds to be a valid option - and that one person dies a short while later. Oh, and if he can't actually torment his enemies (because they're, you know, ''dead''), he's quite happy to visit his wrath on their undeserving children instead. The main reason that no one moves is because that's actually ''their'' turf; ''Heathcliff'' is technically the interloper, and most of the novel is Heathcliff conniving to swindle his enemies' homes and possessions away from them.
* ''Literature/HarryPotter''
** Severus Snape. On the general scope, he gives obscenely unfair advantage to his own student house (Slytherin) at every single opportunity while ignoring their transgressions while simultaneously jumping at any chance to punish students of other houses. More particularly, he makes it his business to hound Harry at every point due to [[SinsOfOurFathers leftover scorn for his father]] and bullies the clumsy and timid Neville so badly that Snape becomes Neville’s worst fear.
** James Potter and Sirius Black were often this in their boyhood, though with James, mainly toward his mutual hatred toward Snape. This peaked into DudeNotFunny territory when Sirius discovered Snape had been spying on them in attempts to learn what they've been doing during certain nights (accompanying their werewolf friend, Remus Lupin during his transformations). Sirius let slip how to get past the Whomping Willow so Snape could sneak in and he ends up running into a werewolf Lupin, James was very horrified by this before saving Snape. We're told James outgrew this with James becoming Head Boy in his final year.
** Draco Malfoy is the poster-child of Jerkassery in the series. A spoiled, rich brat who picks on anyone who he considers [[FantasticRacism a "mudblood"]], even to the point of ''wishing them dead'' in ''Chamber of Secrets'', and more often than not escaping repercussions due to his father's influence, Snape's favouritism, or simply not getting caught. [[spoiler: At least until the start of ''Half Blood Prince'' when he turns into a JerkassWoobie almost overnight.]]
** Stereotypical JerkJock Cormac [=McLaggan=], the substitute Keeper from the Sixth book. How bad is he? In the only match he played in, his team lost 320-60, mostly thanks to believing himself to be the captain and, while [[WhatAnIdiot showing one of the team's beaters how to hit a Bludger, in the middle of a game]], he mishits the Bludger and gives Harry a skull fracture, knocking him out. Sadly, he never gets any onscreen retribution.
** Hufflepuff Quidditch player Zacharias Smith. In his first appearance in book 5, while interested in Dumbledore's Army, is shown almost immediately to be an ass to Harry and his friends for no justified reason. In Book 6, he takes over commentary for the Gryffindor vs. Slytherin match, where he proceeds to insult Harry's team at every given opportunity. Naturally, nobody feels sorry for him when he gets attacked by members of the Weasley family in these two books. Oh, and in the final book, [[DirtyCoward he flees Hogwarts before the final battle]].
** While generally depicted as PluckyComicRelief, the twins Fred and George can play some pretty sadistic pranks, including force-feeding a lizard firecrackers and shoving someone into a toilet for weeks on end. It's even revealed in the [[{{Defictionalization}} Defictionalized]] book ''Fantastic Beasts and Where to Find Them'' that they once beat an old pet Ron had to death for fun. To be fair, they were most likely kids at the time of that last one. [[KidsAreCruel Kids are pretty messed up.]] They probably fit much closer to the category of JerkWithAHeartOfGold - at least as they get into their teens. A lot of their more jerk-ish behavior seems to have happened pre-[[Literature/HarryPotterAndThePhilosophersStone Book 1.]]\\
They deliberately dropped a magical candy in front of Dudley Dursley, knowing the muggle has problems with over-eating and was on a forced diet just to see what would happen. It was Two-Ton Tongue Taffy; Mr. Weasley had to fix it. Wizarding law is supposed to protect muggles from that kind of magical prank. In fact, it's a direct violation of the very department their father belongs to, and it's one of the few moments where Arthur scolds the twins, while their offered defense is they only chose him as the victim "because he's a great bullying git". They also test their joke products on first years, who are eleven year-old kids and, in some cases, muggle-borns with little experience with magic beforehand. By this time they've at least matured enough to both warn and pay those who act as test subjects. They regularly sneak into the Hogwarts kitchen to get snacks, then lie about how hard it was to steal the treats even though the House elves willingly give away food if someone asks. They center most of their other 'pranks' on Percy Weasley. Said pranks include stealing and enchanting Percy's Head Boy badge to say "Big Head Boy", bewitching snowballs to attack him, trying to lock Percy into a pyramid in Egypt, which was only stopped because their mother caught them in time, and sending dung to Percy's office after he gets a job in the Ministry. All of this happens before Percy decides he would rather stick with the Ministry than believe in Dumbledore like the rest of his family. Once Percy severs ties, they continue to insult him and throw mashed parsnips at him during the one family dinner Percy attends in a two and a half year period. Yet Percy is the only one who apologizes for being a prat.
** Dudley Dursley starts out as a mean bully and spoiled brat. One of the first times Harry used magic unconsciously was due to Dudley and his gang chasing Harry with intent to hurt him, prompting Harry to fly onto the roof. When Harry saved him from Dementors in Book 5, WordOfGod says that when he was having his soul sucked out, he saw [[spoiler:every memory of himself objectively, causing a massive MyGodWhatHaveIDone moment for him]]. From then, he starts becoming better with Harry and [[CrowningMomentOfHeartwarming in the last book, the two finally patch up. WordOfGod says they're on Christmas card relations]].
** Dudley's parents, especially his father Vernon. Vernon is fond of making racist or bigoted remarks, like having a "Japanese golfer joke" for social occasions. He regularly mistreats Harry, hoping to stomp the magic out of him, by forcing him to live in a cupboard under the stairs and punishing him for any perceived transgression. Vernon's wife, Harry's Aunt Petunia, blatantly favors Dudley over Harry, treats Harry much the same as Vernon, and is generally presented as the neighborhood busybody. She proves sympathetic when it's revealed she forced Vernon to take Harry in [[spoiler:because it was the only way to protect his life]] and a lot of her animosity stemmed from [[spoiler:bitter jealousy that Lily had magic and she did not]].
** Cornelius Fudge is first presented as something of a ReasonableAuthorityFigure, but by [[Literature/HarryPotterAndTheOrderOfThePhoenix Book 5]], he's in full-blown jerkass mode as he steadfastly ignores ''any'' evidence that Voldemort has returned, going so far as to run a smear campaign against Dumbledore.
** Conversely, [[BitchInSheepsClothing Dolores Umbridge]] probably wouldn't make this list because calling her a JerkAss would be like calling the sun lukewarm. Her time at Hogwarts consists of going from SadistTeacher to TyrantTakesTheHelm, and implementing punishments like writing lines with a quill that uses the writer's own blood as ink.
** Pansy Parkinson. Outside of typical AlphaBitch behavior, she is the one to suggest [[spoiler:handing Harry over to Voldemort when he attacks Hogwarts.]]
%% He probably gets overlooked for being such a relatively minor character, but Blaise Zabini ([[AscendedExtra after he finally appears]]) turns out to be a real asshole.
* ''Literature/TheChroniclesOfNarnia'':
** Eustace Clarence Scrubb in ''Literature/TheVoyageOfTheDawnTreader''.
** Edmund Pevensie can be a jerkass in ''Literature/TheLionTheWitchAndTheWardrobe'', at least to Lucy.
* Walt Comeau of Richard Russo's novel ''Empire Falls'' is a grade-A Jerkass.
* {{God}} in ''[[http://bbs.stardestroyer.net/viewtopic.php?t=118769&highlight= Armageddon:]] Literature/TheSalvationWar''. First off, even though he closed the gates of Heaven ''1000 years ago'', the reason that He threw ALL of humanity on Earth to Satan NOW is [[spoiler: He's pissed that humans have started questioning His teachings and that they're not all constantly singing his praises. He even has a Chorus in Heaven which is forced to constantly sing his praises. He actually gets pissed when, after throwing them ALL to Satan, the Catholic Church excommunicates him and denounces him as an usurper of a one true God. When the reason that he flipped off humanity was that they were questioning his teachings in the first place, you'd think he would see that one coming.]]
** Karl Rove is also depicted as being quite a jerkass, commenting after the [[spoiler: destruction of Detroit]] that [[spoiler: Detroit]] was a Democratic stronghold in the state and maybe the Republicans would win the state easily in the next election.
* In ''Literature/TheHitchhikersGuideToTheGalaxy1'', the Vogons make up a collective example of this. The entire race seems to consist soley of jerkasses.
** Zaphod Beeblebrox, mainly because he is so self-absorbed it's amazing his ego doesn't implode and form a black hole.
*** Actually, he's a JerkWithAHeartOfGold. Both literally and in the context of the trope itself, just with a huge focus on the "jerk" part.
** [[DeadpanSnarker Ford Prefect]] doesn't show any sympathy towards his [[HetrosexualLifePartners best mate]] [[UnfazedEveryman Arthur Dent]] about [[EarthShatteringKaboom the Earth getting blown up]] and all he really cares about is getting drunk and dancing with girls. But you have to remember that Ford was the one who saved Arthur from Earth's demolition in the first place, and [[JerkWithAHeartOfGold deep down Ford reall cares about him.]]
* In Daniel Suarez's Literature/{{Daemon}}, Loki certainly qualifies. He's also doubtlessly [[JerkassDissonance the coolest character in the book]], especially after [[spoiler:he gets his cyborg makeover]] in the second one.
* Matthew Luzon in the second Literature/{{Petaybee}} book is extraordinarily intelligent, though the main characters wouldn't like to admit it, and manipulates the Petaybeans with such skill that one can't understand why he doesn't end up winning.
* Everybody in ''Literature/DiaryOfAWimpyKid'' has their moments (it's what makes it a BlackComedy), but Rodrick... well, let's just say that if [[AssholeVictim his body is found in a ditch somewhere]], [[CainAndAbel it's not hard to figure who the prime suspect will be.]]
* In Shanna Swendson's ''Literature/EnchantedInc'', on a girls' night out, they go to kiss frogs. Katie is warned this is not the way to catch PrinceCharming, because they were [[BalefulPolymorph "frogged" for a reason]].
* ''Tales of the Frog Princess'' gives us the TallDarkAndSnarky [[HandsomeLech Prince Garrid]]. [[LoveRedeems At]] [[LadykillerInLove first.]]
* ''Literature/TheCatcherInTheRye'': Holden Caulfield is a lazy prick, who never blames himself for anything, never gives any consideration to anyone but Phoebe (which could put him on JerkWithAHeartOfGold territory), acts like every adult but him is an asshole, goes to movies just to call them bad, the list goes on.
* Smokey in ''Literature/TheTalisman'' is an all too realistic incredible asshole. He and the town of Oatley are just inherently wrong somehow.
* Most of the fantastic denizens of ''Literature/AliceInWonderland'' are unusually obnoxious creatures that threaten to harm or kill Alice with little to no reason.
** Even Alice can be an asshole sometimes. There is a part where she steals a slate pencil from somebody because she didn't like the squeaking sound it was making. In court. And he was a member of the jury, taking notes on the case.
* Lyschko in ''Literature/{{Krabat}}''. Even the miller (their evil wizard master) claims he doesn't like him. Also, some soldiers who visit the mill (when the master is absent) and demand that the boys become their servants.
* Sachar, who badmouthes his master Literature/{{Oblomov}} and steals from him, if only small amounts. Even worse is Tarantyev, who essentially blackmails Oblomov. [[spoiler:After Oblomov dies, Sachar is heartbroken and shows that he was a JerkWithAHeartOfGold all along.]]
* Literature/InDeath series: Some of the murderers behave as this. Some of the people Eve Dallas meets from the [[FBIAgent FBI]] and other police divisions will make you want to punch them in the face. Eve Dallas herself acts like this a lot, but then again, she is SurroundedByIdiots at times.
* Literature/SisterhoodSeries by Creator/FernMichaels: A number of the villains are certainly this. Mitch Riley in the book ''Hide And Seek'' stands out as a particular example, due to him being racist, sexist, likely misogynistic, and it is stated quite clearly that nobody likes this guy. Even the good guys have gone into Jerkass behaviour a time or two.
* Although the ''Literature/ChaletSchool'' is one of the more pleasant fictional schools, it still has its fair share of bullies, usually girls who are [[ClingyJealousGirl jealous]] of whoever the titular new girl is (such as Mary Woodley and Barbara Chester), but special mention goes to Thekla von Stift for her extreme snobbery and habit of alienating the other girls, and trying to get Joyce Linton expelled; Betty Wynne-Davies, for being willing to give away a chart containing military secrets to a Nazi spy, [[DisproportionateRetribution just because the owner of said chart trapped her fingers and answered her back]]; and Jack Lambert, for bullying Jane Carew for the simple crime of replacing her in Len's dormitory, although she at least gets better. To a lesser extent, there's [[BrokenBird Grizel Cochrane]] - although she is more of a JerkassWoobie due to her uncaring parents - and [[HotBlooded Margot Maynard]], though Margot at least recognises how screwed up she is and tries to change.
* ''Literature/WarriorCats'': Introducing Spiderleg, [=ThunderClan's=] resident jerk!
* Kalak from Literature/TrappedOnDraconica is rude, insenstive, and downright mean. [[spoiler: This is a JerkassFacade to compensate for inner toughness. He's actually an {{Adorkable}} self-depricating MommasBoy.]]
* A minor character in ''Literature/GalaxyOfFear: The Doomsday Ship''. In line for an EscapePod he saw two children trying to get ahead of him, so he grabbed them, left the line with them, and locked them in a closet with the full knowledge that when the ship was destroyed, they'd go with it. [[spoiler: It ''wasn't'' destroyed, but he couldn't have known that.]]
* Erian from ''Literature/TheFallenMoon'' series certainly counts. He's a racist bastard (quite literally) who threatens enslave the main character Arenadd's parents, does it anyway once he finally gives in, calls Arenadd evil for being a northerner, acts like an ass to his sister, and, even when he dies, insults his niece in front of the ghost of her mother, and tells said niece to kill Arenadd, who she doesn't know is her father. To make things even worse, ''he'' knows that Arenadd is her father.
* In ''[[Literature/FirebirdLackey Firebird]]'', everyone in Ilya's family, with the exception of Ilya himself.
* The gamebook ''[[Literature/TimeMachineSeries Sail with Pirates]]'': Jim Teal, an obnoxious teenage seaman, who bullies the protagonist who has the misfortune to be his crewmate. Later on, it's revealed that the time travelling protagonist earned his emnity in the past--through either refusing to fall for Teal's swindle, or calling Teal out after falling for his fraud.
* ''Literature/TheInfernalDevices'':
** Will. He very occasionally strays into JerkWithAHeartOfGold territory, but he really isn't. However, [[spoiler: he does shift into {{Jerkass Facade}} territory after the discovery that he ''literally'' kills everyone he loves. Until it turns out that he doesn't. He's still distant, though, but that's just his personality.]]
%% ** Benedict Lightwood
%% ** Gabriel Lightwood. Quite blatantly.
** It's possible that Gideon Lightwood used to be this, but in ''The Clockwork Prince'', it appears he got better while he was in Spain.
* Nick from ''Literature/TheLeonardRegime'' is regularly shouting at his own friends and arguing about everything. The warden from the Los Angeles DERSO Correctional Facility also possesses a jerkass personality.
* Zanna from [[Literature/{{Dragons}} The Last Dragon Chronicles]] at times.
* Literature/TheRavenCycle has several.
** Barrington Whelk, the Aglionby Latin teacher. Even his name just screams {{JerkAss}}.
** Greenmantle, the other Aglionby Latin teacher and also the person who [[spoiler: hired a hitman to kill Niall Lynch.]]
** Declan Lynch, full stop. Not villainous like the others, however. Just an asshole.
** Ronan Lynch starts out as this before he gets upgraded to {{JerkWithAHeartOfGold}}.
** Let's just say Kavinvky has issues and leave it at that.
* Henry isn't the worst example in ''Literature/TheUnderlandChronicles'', but he makes fun of both Gregor and the cockroaches, [[FantasticRacism particularly the latter]].
* In his few appearances in ''Literature/WhyWeTookTheCar'', André is portraied as this, making fun of Maik.
* Lucifer murders three of the people who help him on his quest in ''Literature/TheVaginaAssOfLuciferNiggerbastard''.
** Sack teabags the corpse of one of the aforementioned three victims.
* ''Literature/{{Divergent}}'':
** Peter. He goes out of his way to make Tris's life miserable, from throwing petty insults to outright [[spoiler:sexually assaulting her and [[DisproportionateRetribution trying to kill her]]]].
** Molly. To get back at Tris for wounding her pride, she [[spoiler:feeds lies to the Erudite about Tris's father and Abnegation]].
%% ** With his extreme teaching methods [[spoiler:and betrayal]] Eric is this.
%% ** Jeanine.
* The Franchise/HannibalLecter series has a few outside of the {{Serial Killer}}s:
** Freddy Lounds, who took pictures of Graham in the hospital after getting stabbed by Lecter for his paper, and had no qualms about writing pure lies just to sell copies.
** Paul Krendler. He make's Starling's life a living hell for not only grandslamming the Buffalo Bill case, but also he made a pass at Clarice which she rejected. Twice. He's also a CorruptCop, working for Verger Mason and framing Starling.
** Frederick Chilton. There's his making a sleazy pass at Clarice, frequent taunting of Lecter, illicitly recording Clarice's conversations with Lecter, leaking the FBI's deal with Lecter, hogging the spotlight as the plan's brainchild, putting both Clarice and Catherine Martin at the mercy of Buffalo Bill in the process.
* Fang was veering dangerously close to this territory earlier on in the ''Literature/MaximumRide'' series. He flirted blatantly with several girls other than Max over the course of the series, but when ''she'' dated someone else, of course he became [[GreenEyedEpiphany jealous]]. Not to mention the fact that when she finally complained to him about it for real, he acted as though nothing had happened and basically disregarded what she said.
* Han Solo's cousin Thrackan Sal-Solo in ''Literature/NewJediOrder'' and ''Literature/LegacyOfTheForce''. He beat up Han when they were kids and generally made things hard for him. As an adult, he declared himself ruler of Corellia, started an anti-alien group,captured the Solo kids,later put out a bounty on his own family and sold out Boba Fett's daughter. That last one led to Boba going PapaWolf and aiding in his death (although Jacen actually killed him)
* ''Literature/{{Flipped}}:''
** Bryce, his father, and his friend Garret. Bryce for self-assertion, Garret and Mr. Loski just for the sake of being it. Naturally, the former grows out of it by the end while the latter two don't (Mrs. Loski is on the verge of getting a divorce by the end of the novel).
** The Loskis' daughter seems to be this too. Really tells you how great of a parent the father is.
* Mitch, Glenn, and Terry of ''Literature/SpellsSwordsAndStealth''. The trio are tabletop gamers more concerned with killing and looting instead of "dumb shit like role-playing." When their first party dies at the beginning of the series, they force TokenGoodTeammate Tim to make a knight instead of the paladin he'd prefer because a paladin would be obliged to stop their antics. By the time of the third book, ''Going Rogue'', they have to make an hour commute to meet a potential GM because nobody else will tolerate them.
* Kallor from ''Literature/MalazanBookOfTheFallen'' is not a friendly fellow by any stretch of the word and of the opinion that bastardry is inherent in human nature, and as such every nasty thing he does and says is justified.