Heroes Schmeroes—Eight Literary Villains We'll Never Get Enough of

One of the absolute best experiences for any fiction fanatic is discovering a character who’s the absolute worst. There’s just something so delightful about a well-conceived psycho- or sociopath hell-bent on ruining a protagonist’s life. Call me a romantic.

It’s not exactly clear what drives our fascination with villains and anti-heroes. Perhaps it’s that we like to meet people—even if imaginary—who make our own flaws, issues and neuroses seem like commendable virtues in comparison. Or it could be that deep down we are just as sick and disturbed as the dangerous antagonists we hate to love and love to hate.

Whatever the reason, “bad guys” are the best. Here are eight that none of us would be caught dead with though can’t seem to get enough of.

Annie Wilkes from Misery by Stephen King. Annie Wilkes both terrifies me as a reader and gives me something to strive for as an author. I mean, what writer wouldn’t want a reader devoted enough to a character to abduct and very nearly kill its creator?

That said, Annie is not somebody you want to upset and definitely not somebody you want to complain to about missing typewriter keys. Not since my grandfather four scotches in on Thanksgiving several decades ago has anyone handled an electric carving knife as creatively and brutally as Annie.

Judge Holden from Blood Meridian by Cormac McCarthy. No character has given me more nightmares, caused me more physical and mental distress, than Judge Holden. And for that I’m eternally grateful. Standing seven feet tall and completely lacking any hair, pigment or remorse, Judge Holden makes Cormac McCarthy’s other renowned antagonist—the terrifying Anton Chigurh from No Country for Old Men—look like Mary Poppins. The former is evil personified—perhaps even Satan himself, as some literary scholars have suggested—and yet he makes it nearly impossible for readers to stop turning pages.

So, if any of your reader friends ever say, “If only there were a novel featuring an immense, murderous albino man as adept at killing and torture as he is at languages, dancing and diplomacy,” be sure to whip out a copy of Blood Meridan and exclaim, “Have I got the book for you!”

Alex from A Clockwork Orange by Anthony Burgess. You know how when a friend charms you with such elegant, poetic, lyrical language you almost fail to realize what they’re describing are terrible acts of violence they’ve carried out? No? Well then, allow me to introduce you to Alex from A Clockwork Orange. He’ll have you at, “And, my brothers, it was real satisfaction for me to waltz—left two three, right two three—and carve left cheeky and right cheeky, so that like two curtains of blood seemed to pour out at the same time, one on either side of his fat filthy oily snout in the winter starlight.”

It’s hard to imagine ever having sympathy for a nihilistic teenager whose favorite hobby is ultra-violence. Until you read this book. As horrific and despicable as Alex is, I dare you not to feel for him at least a little once you get to the part where he’s imprisoned and forced to undergo aversion therapy that strips him of free will and any sense of self. I mean, c’mon—what’s sadder than a psychopath who lacks agency?

Villanelle from Codename Villanelle by Luke Jennings. That’s right, the irresistibly sadistic cold-blooded assassin from the smash TV series Killing Eve was a literary character before wowing and terrifying us on the small screen. (Author Luke Jenning’s novel Codename Villanelle is actually a compilation of four novellas published between 2014-2016.)

Villanelle is vicious, duplicitous, psychotic, incapable of remorse, and highly skilled in the art of ending lives. She’s got it all! And even though we know how incredibly dangerous and deadly she is, we still can’t help falling in love with the idea of her and Eve (the story’s protagonist and Villanelle’s arch nemesis) falling in love.

We’re SICK, I tell ya.

Tyler Durden from Fight Club by Chuck Palahniuk. I almost didn’t include Tyler Durden in this list because it’s hard for me to call one of my favorite characters of all time a “villain.” But yeah, technically he is the antagonist to the book’s protagonist, even though he’s also the protagonist’s best pal, and also lives inside the protagonist’s mind.

Hey, we’ve all had difficult friends.

As far as villains go, Tyler Durden is arguably one of the most passionate and heroic, and one that millions of readers (male readers, anyway) secretly long to be just like. Sure, he’s volatile and violent and dead-set on breaking the world, but in a good way. Sort of. If you take away his penchant for explosives and underground melees and compound fractures—and you discount the fact that he’s merely a figment of a highly unstable fictional person’s mind—Tyler’s the kind of guy you’d want as your best man. Or pallbearer.      

Patrick Bateman from American Psycho by Bret Easton Ellis. He is far and away the most despicable and unlikeable character on this list, which is why I know you’re going to keep reading.

Throughout the controversial and infamous novel, Patrick Bateman commits unspeakable acts of violence, misogyny and, perhaps worst of all, investment banking. But there’s something, dare I say, oddly satisfying about being inside the mind of a psychotic homicidal narcissistic yuppie killing it in New York City in the late 1980s.

Humbert Humbert from Lolita by Vladimir Nabokov. On second thought, this guy—not Patrick Bateman above—is the most despicable villain on this list. But here’s what’s terrifying: He’s also perhaps the most likeable.

That’s the paradox of Humbert Humbert. You’ll never encounter a main character more educated and erudite, more cultured and refined, more romantic and charming and full of wit. It’s all almost enough to distract you from the fact that he’s a pedophile. For every page that readers find themselves rooting for and riveted by him, there’s one that leaves them repulsed—not only by Humbert but also by themselves for traveling with him.

Absolute enchantment and severe self-loathing—what more could you hope to get from a book?

Hannibal Lecter from the “Hannibal” series (Red Dragon, Silence of the Lambs, et. al.) by Thomas Harris. A brilliant and successful psychiatrist who just can’t seem to kick his pesky serial killing and cannibalism habit. Um, YES please.

Like Humbert Humbert from Lolita, Hannibal Lecter wins us over with his eloquence and charm. But where Humbert is a human consumed by illicit love, Hannibal loves to illicitly consume humans.

Boom!

mic drop

Who are some of YOUR favorite villains and anti-heroes from literature? Or even better, from your own family?