The greatest villains of literature: best literary villains revealed

These are the ultimate bad folks in print.

The greatest villains of literature: best literary villains revealed

To have a hero, you need a villain. And in the annals of literary history, there have been some downright scoundrels, to put it mildly - as this best literary villains guide showcases.

No deed is too dark, no action too despicable for this list of utter reprobates.

We've selected 40 of the very worst (or best, depending on how you look at it) literary villains of all time.

You should feel very very glad that these dastardly characters are confined to the pages of the books that contain them.

If we've missed any vile villains, let us know in the comments below.

The best villains in literature

Judge Holden (Blood Meridian)
at AmazonAuthor: Cormac McCarthyYear: 1985Judge Holden is, apparently, a real, historical figure, though evidence is minimal. After reading Blood Meridian, we'd suggest that we hope he was entirely made-up, seeing as Holden is the devil incarnate, leading a pack of criminals into robbery, rape and murder, throwing in a touch of paedophilia along the way. A seven-foot monster, with pale white skin, McCarthy paints him as almost supernatural in ability, but also in badness. A true villain of the peace in every way.
Shere Khan (The Jungle Book)
at AmazonAuthor: Rudyard KiplingYear: 1894He had a tough start in life, being born with a crippled leg, and given a derogatory nickname by his own mother ("Lungri - the lame one"), but that doesn't excuse Shere Khan becoming the villainous creature that he did. Scheming to disrupt the Wolf Pack and claim the life of young Mowgli, this evil tiger will stop at nothing to obtain his prey. A tough upbringing is no excuse you know (his Dad was probably quite nice).
Sauron (Lord Of The Rings)
at AmazonAuthor: JRR TolkienYear: 1954Tyrannical ring bearer Sauron's insatiable lust for power provides the foundation for his villainy in the Lord of The Rings trilogy. Desperately seeking the tenth ring in order to bind the magical power that surrounds it, Sauron will stop at nothing to achieve his evil goal, including torturing the little critter Gollum to find the missing ring's whereabouts. He's the all-seeing eye and a source of true evil and villainy to the arbiters of good.
Hannibal Lecter (Red Dragon)
at AmazonAuthor: Thomas HarrisYear: 1981Not only a psychotic murderer, Hannibal Lecter took it one more step too far by sinking his teeth into cannibalism. Having been consulted as a psychiatrist by the FBI on a series of murders, Lecter helps agent Will Graham through the case before revealing that it was him who committed the crimes. Following a lengthy incarceration in a mental facility, Lecter is approached by Graham to catch another culprit by the name of the Tooth Fairy; Lecter finds him and leads the murderer to Graham's home, with an order to kill him and his family.
Professor Moriarty (The Final Problem)
at AmazonAuthor: Arthur Conan DoyleYear: 1893The good detective's arch-nemesis ruled the criminal underground of London and this evil mastermind was one of the few who actually rivaled Sherlock's intellectual capacity. Ruthless, vindictive and remorseless, he will stop at nothing to destroy Sherlock. One critic has epitomised Moriarty as "crime itself", whilst Sherlock himself describes him as the "Napoleon of Crime."
Count Dracula (Dracula)
at AmazonAuthor: Bram StokerYear: 1897Vampire lovers of late might contest this one, but Count Dracula is the ultimate blood-sucking villain. Different from traditional Eastern European vampires, Dracula's charm is what makes him all the more villainous; enticing victims by seducing them, only to inflict a fatal bite.
Randall Flagg (The Stand)
at AmazonAuthor: Stephen KingYear: 1978Any character whose face would "make small children crash their trikes into board fences and then run wailing to their mommies with stake-shaped splinters sticking out of their knees", surely deserves credit as one of the greatest villains. Following a plague that has killed most of the population, Flagg tries to reinstate a certain civilisation run on tyranny and brute force, using crucifixion, dismemberment and other instruments of terror to punish those who are disloyal.
Annie Wilkes (Misery)
at AmazonAuthor: Stephen KingYear: 1987Mentally unstable Annie takes Paul Sheldon in after he breaks both his legs in an accident. As the writer of her favourite novels, Wilkes' reveals a psychotic obsession for him and his books, taking him hostage, subjecting him to psychological and physical torture and forcing him to write his latest novel how she wants it. It's also revealed that she's an infamous serial killer. She stabs a state trooper with a wooden cross and runs him over with a lawnmower, after having chopped Sheldon's foot off with an axe, setting it alight with a blowtorch.
Napoleon (Animal Farm)
at AmazonAuthor: George OrwellYear: 1945Just to start things off, this little piggy's character is based on Joseph Stalin. Ruling with an iron trotter, Napoleon ousts fellow pig leader Snowball and subsequently takes over the animal's uprising as the President of Animal Farm, eventually turning his leadership into a dictatorship. His tyranny knows no bounds, as he initiates a wave of terror, in which he orders the deaths of several animals on the farm after coercing them into 'confessions' of wrongdoing.
Nurse Ratched (One Flew Over The Cuckoo's Nest)
at AmazonAuthor: Ken KeseyYear: 1962A true monster of a woman, Nurse Ratched is every hospital nightmare rolled into one ultra-villainous character. Ruling over a mental institution with absolute power, she uses fear, humiliation and brutality to abuse her vulnerable patients - at least, until Randle McMurphy arrives. Next time you have a slightly cold, unfriendly nurse remember - it could be a whole lot worse.
Lord Voldemort (Harry Potter)
at AmazonAuthor: J.K. RowlingYears: 1997-2007A foe so fearsome that people are scared to say his name out loud. 'You-Know-Who', 'The Dark Lord' and 'He-Who-Must-Not-Be-Named' are some of his more snappy nicknames, but we shouldn't joke, for Rowling herself described him as "the most evil wizard for hundreds and hundreds of years" - that's pretty evil. Harry Potter's nemesis and a psychopath with a skull-like face, red eyes and snake-like slits for nostrils, he's unlikely to win any beauty contests: a vile and villainous creature all round.
Patrick Bateman (American Psycho)
at AmazonAuthor: Bret Easton EllisYear: 1991To call Patrick Bateman a villain is probably underplaying it a little. A wealthy and successful investment banker yes - but also a violent psychopath, whose hobbies include drug addiction, murder, rape, cannibalism, mutilation and necrophilism. Of course, whether or not any of the violent acts described actually happen or are just figments of his own imagination is open to debate, but this is his story and he is the undisputed villain of it, so in he goes to the list.
Iago (Othello)
Author: William ShakespeareYear: 1603Iago, the scoundrel, hates Othello so much that he tricks him into believing that his wife is having an affair with his Lieutenant. The sneaky devil plans a vendetta against him, driving Othello to kill his own wife. Noted as one of Shakespeare's most sinister villains, Iago possesses carefully nurtured qualities of deception and manipulation. You might not shake in terror if you met him in a dark alley, but if you've wronged him, you'd pay.
Satan (Paradise Lost)
at AmazonAuthor: John MiltonYear: 1667The ultimate villain in literature, Milton's continuation of the Biblical figure is a depiction of maleficence at its darkest. The self-indulgent fallen angel aims to destroy, embarking on a vendetta against his creator. He's the basis of evil upon which we have founded our opinion of villainy on so is fully deserving of a place on this list.
Long John Silver (Treasure Island)
at AmazonAuthor: Robert Louis StevensonYear: 1883One legged pirate Long John Silver was the first man to instil fear in Captain Flint. A manipulative and fearful pirate, Silver gains the trust of protagonist Jim Hawkins, only to reveal himself to be the leader of a mutiny, planning to murder the ship's officers once the treasure is found. Jim catches Silver murdering Tom, one of the crew's loyal seaman. Gives pirates a bad, if not rather fitting, name.
Agatha Trunchbull (Matilda)
at AmazonAuthor: Roald DahlYear: 1988Children's books get all the best villains, and Roald Dahl created more than most. The worst of a despicable bunch is Mrs Agatha Trunchbull, headmistress of Crunchem Hall Elementary School. A cruel sadist who hates children (ideal for a teacher), tortures them in a glass-and-nail-filled cupboard known as "The Chokey" and torments her nicest member of staff, Ms Honey, Trunchbull is a true bully, and a fantastic villain.
The White Witch (The Lion, The Witch And The Wardrobe)
Author: CS LewisYear: 1950Well, she actually killed Christmas. In the land of Narnia, where the snow always falls, The White Witch prevents Christmas from coming. Strike one. She banished all sense of happiness and hope. Strike two. She turns her enemies into stone. Strike three. On top of that, she's generally quite dispassionate, cruel and uses her magic to terrorise her enemies. Cold and heartless; most definitely one of the most fearsome "children's" baddies ever.
Cathy Ames (East Of Eden)
at AmazonAuthor: John SteinbeckYear: 1952Described in the novel as a "psychic monster", and having a "malformed soul", it's safe to say that Cathy Ames is a high-ranking villain. From a young age, it is clear that Cathy is sexually depraved, causing harm to anyone she holds a relationship with. She manipulates men by using her promiscuity and sexual identity against them; she accuses two young boys of raping her as well as leading her Latin professor to suicide with her wily ways. Perhaps one of the worst events is Cathy's attempt at a primitive abortion using knitting needles. When she fails and gives birth to two sons, she feels nothing for them. She poisons her beneficiary and turns her brothel into a sadistic sex den.
Captain Hook (Peter Pan And Wendy)
at AmazonAuthor: JM BarrieYear: 1904He's got a hook for a hand, he's a pirate, and he hates Peter Pan, the boy who never grew up. There you go. Apparently, he's also apparently the only man who Long John Silver ever feared. He loathes Peter Pan for hacking off his hand and feeding it to a crocodile, as well as for Peter and the Lost Boy's innate moral goodness. He captures Wendy, challenging Peter Pan to a final duel. He gets an ending that is well and truly deserved.
Humbert Humbert (Lolita)
at AmazonAuthor: Vladimir NabokovYear: 1955Humbert, the narrator of Lolita, uses wordplay and humour in his writing, whilst also seemingly expressing regret for many of his actions, but the fact remains that he is a paedophile, taking the young 12-year-old Dolores, aka Lolita, and leading her into a life of abuse at his hands. Nabokov's genius lies in making us almost sympathise with him - but he remains a undisputed villain.
Mr Dark (Something Wicked This Way Comes)
Author: Ray BradburyYear: 1962The dark and evil villain of Ray Bradbury's fantastical classic, Mr Dark specialises in luring vulnerable souls into joining the carnival - something which is nowhere near as fun as it sounds. He bears tattoos on his body, one for every victim, and cannot abide positivity or affection. To be honest, we really should have guessed that he wasn't a good guy from the name.
Nils Bjurman (The Girl With The Dragon Tattoo)
at AmazonAuthor: Stieg LarssonYear: 2005This guy could possibly be one of the worst (or best) modern super villains. After the guardian of Lisbeth Sander becomes seriously ill, Nils Bjurman is assigned as her new guardian. He is a sexual sadist who manipulates Lisbeth, only allowing her access to her funds if she performs sexual acts. After a horrific rape scene (which Lisbeth tapes as collateral), Lisbeth gets her own back by tattooing "I'm a sadistic rapist pig" on his stomach. A loathsome villain at his best.
Norman Bates (Psycho)
at AmazonAuthor: Robert BlochYear: 1959A woman is found dead in Bates' apartment. Bates is convinced it is his mother, but it is revealed that Mrs Bates committed suicide years earlier, taking her lover with her. In actual fact, Bates' villainy is revealed in a dark secret: he was the one who killed his mother and her lover. His dissociative personality disorder causes him to assume the identity of his mother, Norma, who was the one who murdered Mary. Here's the kicker: he stole and preserved her corpse, dressed up in her clothes and spoke to himself in her voice. Psycho indeed.
Grendel (Beowulf)
at AmazonAuthor: UnknownYear: 1815The mythical villain of the Anglo-Saxon epic poem Beowulf, Grendel is commonly regarded as a monster, and a descendent of the first Biblical murderer, Cain. He is feared by all except the hero Beowulf - and quite right too, seemingly being a big fan of killing and eating anyone he finds in the mead-hall of Heorot. For that reason alone, he must be ranked as one of the greatest villains of all: if you can't feel safe in a mead-hall, then you can't feel safe anywhere. I'm sure he blames his genes, but it's no excuse Mr. Grendel.
Milo Minderbinder (Catch-22)
at AmazonArtist: Joseph HellerYear: 1961An unashamed mercenary, who cares only for himself, and his own profit, Milo Minderbinder is a tremendous literary villain. He will stop at nothing to achieve monetary gain, playing the black market, and working on both sides during the Second World War; even when it involves actions that will kill his own countrymen. Utterly immoral, and utterly committed to pure capitalism, Minderbender only answers to himself and his god: money.
Medea (Medea)
at AmazonAuthor: EuripidesYear: 431BCHell hath no fury like a woman scorned. Despite leaving her own barbarian people in order to marry Jason, a Greek, then saving him from a dragon, he has decided to leave her to marry a royal princess. Typical man - leave when a better offer comes along. She then proceeds to go on a truly murderous rampage, with Jason's new spouse, together with his new father-in-law being poisoned. The coup de gras comes when, in order to hurt Jason even more, she kills their own children. Think twice before cheating people. Think twice.
Alec D'Urberville (Tess Of The D'Urbervilles)
at AmazonAuthor: Thomas HardyYear: 1891“I was born bad, and I have lived bad, and I shall die bad, in all probability.” Evidence: he takes a liking to innocent, country bumpkin Tess, entices her into his home and forcibly steals her virginity in the mist, branding her impure. He then manipulates her into thinking her one true love isn't returning to her. But it's fine because Tess gets her own back in the end. Doesn't make him any less of a bastard though.
Kevin (We Need To Talk About Kevin)
at AmazonAuthor: Lionel ShriverYear: 2003That Kevin is the sociopath behind a school massacre should be evidence enough for his villainy. He also hates his mother, manipulates a girl into gouging her eczema affected skin, and it's implied that he is behind an accident in which his sister loses an eye. Not exactly the makings of a President. His remorselessness is eerie as his mother visits him in prison, trying to understand why he killed all those children. His lack of justification is chilling - a testament to his truly villainous qualities.
Richard III (Richard III)
at AmazonAuthor: William ShakespeareYear: 1591In his opening speech, Richard III says it himself: "I am determined to prove a villain //And hate the idle pleasures of these days." And a villain he does prove. The hunchback whose jealousy of his brother's accession to the throne leads to a plot to have his brother, Clarence, conducted to the Tower of London; he orders two murderers to kill Clarence in the tower. Throughout the play he openly outlines his evil intentions and shows no remorse.
The Wicked Witch Of The West (The Wonderful Wizard Of Oz)
at AmazonAuthor: L. Frank BaumYear: 1900No-one knows the backstory of The Wicked Witch of the West, or her co-conspirators, The Wicked Witch of the South and the Wicked Witch of the East - maybe they were all bullied at school - but they were definitely witches, and definitely wicked. Old, dry, and wizened, she tries to thwart our heroes with plagues of wolves, crows, bees and soldiers, but to no avail. And she even hits Toto the dog with her umbrella. Now that's unforgivable.
Svidrigailov (Crime And Punishment)
at AmazonAuthor: Fyodor DostoyevskyYear: 1866This guy is an evil force to be reckoned with. The protagonist's theory of the ubermensch is realised in Svidrigailov; he is the epitome of selfishness. Aside from adultery, he's also revealed to be a child molester, and even attempts to rape Dounia. He incites the suicide of a fifteen year old deaf girl as well as one of his servants, and is thought to have poisoned his own wife. Bad man.
Cruella De Vil (The Hundred And One Dalmations)
at AmazonAuthor: Dodie SmithYear: 1956We'll cut straight to the chase here: Ms de Vil kidnaps puppies in order to skin them and use their fur. And not just any puppies: really cute spotty puppies. And if that's not enough for the internet to implode, she also abuses her Persian cat and drowns kittens. Do you need any more evidence? No. Case closed.
Uriah Heep (David Copperfield)
at AmazonAuthor: Charles DickensYear: 1850Another of Dickens' dastardly villains, Uriah Heep is perhaps the most cloying of all of them, being patronising and insincere whilst using manipulation to hide his true motivation: pure greed. Employing blackmail, fraud and treachery to gain control of the Wickfield Fortune, Heep's character is so ubiquitous that paragons of virtue such as Richard Nixon and Lyndon Johnson have been compared to him. A vile villain from the master of vile villains.
Bill Sykes (Oliver Twist)
at AmazonAuthor: Charles DickensYear: 1838A cruel and vicious man, a criminal and murderer, Sykes' lawless behaviour leads him into a life of destitution and immorality, taking up with a prostitute and carrying out petty crimes. Despite Nancy's love for him, Sykes brutally murders her when he thinks she has betrayed him. The murder is especially graphic and gruesome, especially for a Dickens novel.
Simon Legree (Uncle Tom's Cabin)
at AmazonAuthor: Harriet Beacher StoweYear: 1852Vicious slave owner Simon Legree exhibits a remorseless, inhuman cruelty, as he brutally beats Tom after he refuses to whip a fellow slave. He despises Tom for his religious faith and tries his best to break him, although Tom refuses to succumb to his terror. He sexually manipulates slaves Cassey and Emmeline, and eventually orders Tom to be whipped to death because of his religion.
Mephistopholes (Doctor Faustus)
at AmazonAuthor: Christopher MarloweYear: 1592A demonic figure from German folklore, put into literature by Marlowe, Mephistopholes is a servant of Lucifer, charged with collecting the souls of the damned. When Faustus decides to sell his soul to the devil in exchange for Mephistopoles' supernatural powers, he does initially try to dissuade him from making the trade; however, he doesn't try too hard to change Faustus' mind and, is thoroughly useless to him once the trade has been made. Evil, untrustworthy, Lucifer's mate: he definitely deserves his place in the villainous hall of fame.
Blofeld (Thunderball)
Author: Ian FlemingYear: 1961Break Bond down into its constituent elements and what have you got? The girls, the gadgets, the Martinis and most importantly, the villains. Fleming created so many fantastic rogues that it's hard to pick one, but we're going with the devilish Ernst Stavro Blofeld, an evil genius, "number 1" and head of SPECTRE. The, erm, poster boy for all supervillains since - yes, including Dr. Evil - and he comes with his own cat to manically stroke.
He (Bambi, A Life In The Woods)
at AmazonAuthor: Felix SaltenYear: 1923Oh yes, we haven't forgotten. The single, saddest event of everyone's childhood (bar not getting that Lego Pirate Ship for Christmas) was the moment when Bambi's mother got shot. Therefore, the un-named 'He' who committed the most unforgivable crime in literary history, must rank as one of the greatest villains of all time. No, we're not crying; it's just been raining on our faces.
Henry Crawford (Mansfield Park)
at AmazonAuthor: Jane AustenYear: 1814The list would not be complete without a true love rat, and they come no finer than Henry Crawford. Wealthy and flamboyant, he cuts a swathe through the women of Mansfield Park and, just when it seems that he might be a decent man, loses patience and attempts to elope with a married woman - certainly not the done thing in Austen's world. A rogue and a cad and a beastly villain.
Pinkie Brown (Brighton Rock)
at AmazonAuthor: Graham GreeneYear: 1938Pinkie is a character that believes himself to be "pure evil", and we're probably not going to dispute that with him. A violent sociopath, who carries out horrific acts of murder and abuse with seemingly no remorse. Feared by members of his own gang -and all this at the age of 17. He hates women and has no friends. Anyone going to say he's not a great villain? We thought not.

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Marc Chacksfield
Content Director

As Content Director of Shortlist, Marc likes nothing more than to compile endless lists of an evening by candlelight. He started out life as a movie writer for numerous (now defunct) magazines and soon found himself online - editing a gaggle of gadget sites, including TechRadar, Digital Camera World and Tom's Guide UK. At Shortlist you'll find him mostly writing about movies and tech, so no change there then.