The best books with characters you love to hate

Why am I passionate about this?

My name is Tim O’Leary and two of my books, Dick Cheney Shot Me in the Face–And Other Tales of Men in Pain and Men Behaving Badly, emanate from the minds of protagonists trying to do the right thing the wrong way or evil characters doing the wrong thing they believe to be right. I’m particularly drawn to those wonderful literary psychopaths that draw you in with compelling personalities, while reviling the reader with their heinous actions. 


I wrote...

Men Behaving Badly

By Tim O'Leary,

Book cover of Men Behaving Badly

What is my book about?

My book dives into the psyches of destructive men and creates narratives that neither rationalize nor over-empathize, with valuable insight and perspective-enhancing humor.

Employing fiercer social commentary and broader imagination, these stories are concerned with justice, redemption, and mockery of a decaying and violent culture and the often-greedy men behind it. But for every grubby and disastrous man, there’s hope in the form of the unexpected: a centenarian whose invisibility is a weapon, a retired Montana rancher, a California tomato farmer, an elderly Black woman from Brooklyn with some powerful knitting needles, two fly fishermen–even the Earth herself. While nostalgia, humor, and blunt delivery hook the reader, this book is serious about calling out liars, contagious gun violence, and other social and political ills.

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The books I picked & why

Book cover of Lolita

Tim O'Leary Why did I love this book?

This is one of the most famous books in literature that everyone should read.

Lolita is the rare literary character that transcends time and has even evolved to become an adjective, and the protagonist is the perfect example of “the character you love to hate.” This is a book that has been both banned and revered. 

By Vladimir Nabokov,

Why should I read it?

11 authors picked Lolita as one of their favorite books, and they share why you should read it.

What is this book about?

'Lolita, light of my life, fire of my loins. My sin, my soul. Lo-lee-ta: the tip of my tongue taking a trip of three steps down the palate to tap, at three, on the teeth. Lo. Lee. Ta.'

Humbert Humbert is a middle-aged, frustrated college professor. In love with his landlady's twelve-year-old daughter Lolita, he'll do anything to possess her. Unable and unwilling to stop himself, he is prepared to commit any crime to get what he wants.

Is he in love or insane? A silver-tongued poet or a pervert? A tortured soul or a monster? Or is he all…


Book cover of Fear and Loathing in Las Vegas

Tim O'Leary Why did I love this book?

I found this book in college, and at the time, I thought it was the most unique book I had ever read.

Thompson’s “Gonzo Journalism” was fresh, funny, and thought-provoking, with a subtext of modern poetry, political activism, and a sense of humor I have never seen replicated.

By Hunter S. Thompson,

Why should I read it?

11 authors picked Fear and Loathing in Las Vegas as one of their favorite books, and they share why you should read it.

What is this book about?

'We were somewhere around Barstow on the edge of the desert when the drugs began to take hold. I remember saying something like, "I feel a bit lightheaded; maybe you should drive ..."'

Hunter S. Thompson is roaring down the desert highway to Las Vegas with his attorney, the Samoan, to find the dark side of the American Dream. Armed with a drug arsenal of stupendous proportions, the duo engage in a surreal succession of chemically enhanced confrontations with casino operators, police officers and assorted Middle Americans.

This stylish reissue of Hunter S. Thompson's iconic masterpiece, a controversial bestseller when…


Book cover of No Country for Old Men

Tim O'Leary Why did I love this book?

McCarthy’s writing is always brutal yet beautiful, and I think this is his best work.

Often, his characters are so chilling that they don’t seem quite human, with an almost sci-fi aura. The horrifying villain in this book is incredibly compelling, with an intelligence that transcends his robot-like demeanor with dark humor. That’s probably why he translated so well to the film version of this book.

By Cormac McCarthy,

Why should I read it?

8 authors picked No Country for Old Men as one of their favorite books, and they share why you should read it.

What is this book about?

Llewelyn Moss, hunting antelope near the Rio Grande, instead finds men shot dead, a load of heroin, and more than $2 million in cash. Packing the money out, he knows, will change everything. But only after two more men are murdered does a victim's burning car lead Sheriff Bell to the carnage out in the desert, and he soon realizes that Moss and his young wife are in desperate need of protection. One party in the failed transaction hires an ex-Special Forces officer to defend his interests against a mesmerizing freelancer, while on either side are men accustomed to spectacular…


Book cover of The Talented Mr. Ripley

Tim O'Leary Why did I love this book?

Ripley is iconic, with multiple film adaptations, including a very good current series on Netflix that takes a few liberties with the original book yet makes it work well.

The book is a perfect example of how a talented writer can create a “slow burn” via a character that grows more compelling, even as their true evil is unmasked.

By Patricia Highsmith,

Why should I read it?

22 authors picked The Talented Mr. Ripley as one of their favorite books, and they share why you should read it.

What is this book about?

It's here, in the first volume of Patricia Highsmith's five-book Ripley series, that we are introduced to the suave Tom Ripley, a young striver seeking to leave behind his past as an orphan bullied for being a "sissy." Newly arrived in the heady world of Manhattan, Ripley meets a wealthy industrialist who hires him to bring his playboy son, Dickie Greenleaf, back from gallivanting in Italy. Soon Ripley's fascination with Dickie's debonair lifestyle turns obsessive as he finds himself enraged by Dickie's ambivalent affections for Marge, a charming American dilettante, and Ripley begins a deadly game. "Sinister and strangely alluring"…


Book cover of Tampa

Tim O'Leary Why did I love this book?

This was a controversial book when it was released a few years ago, with some calling it “Lolita from a Woman,” and I think the comparison is accurate.

Like Nabakov, Nutting’s protagonist is likable and compelling, and before we know it, we are drawn into her twisted world. When these characters are written with skill, it is almost jarring to the reader to realize that they are in some way rooting for the protagonist until they consider what is really happening. 

By Alissa Nutting,

Why should I read it?

2 authors picked Tampa as one of their favorite books, and they share why you should read it.

What is this book about?

Celeste Price is an eighth-grade English teacher in suburban Tampa. She is attractive. She drives a red Corvette. Her husband, Ford, is rich, square-jawed and devoted to her. But Celeste has a secret. She has a singular sexual obsession - fourteen-year-old boys. It is a craving she pursues with sociopathic meticulousness and forethought.
Within weeks of her first term at a new school, Celeste has lured the charmingly modest Jack Patrick into her web - car rides after dark, rendezvous at Jack's house while his single father works the late shift, and body-slamming encounters in Celeste's empty classroom between periods.…


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Who Is a Worthy Mother?: An Intimate History of Adoption

By Rebecca Wellington,

Book cover of Who Is a Worthy Mother?: An Intimate History of Adoption

Rebecca Wellington Author Of Who Is a Worthy Mother?: An Intimate History of Adoption

New book alert!

Why am I passionate about this?

I am adopted. For most of my life, I didn’t identify as adopted. I shoved that away because of the shame I felt about being adopted and not truly fitting into my family. But then two things happened: I had my own biological children, the only two people I know to date to whom I am biologically related, and then shortly after my second daughter was born, my older sister, also an adoptee, died of a drug overdose. These sequential births and death put my life on a new trajectory, and I started writing, out of grief, the history of adoption and motherhood in America. 

Rebecca's book list on straight up, real memoirs on motherhood and adoption

What is my book about?

I grew up thinking that being adopted didn’t matter. I was wrong. This book is my journey uncovering the significance and true history of adoption practices in America. Now, in the wake of the U.S. Supreme Court’s overturning of Roe v. Wade, the renewed debate over women’s reproductive rights places an even greater emphasis on adoption. As a mother, historian, and adoptee, I am uniquely qualified to uncover the policies and practices of adoption.

The history of adoption, reframed through the voices of adoptees like me, and mothers who have been forced to relinquish their babies, blows apart old narratives about adoption, exposing the fallacy that adoption is always good.

In this story, I reckon with the pain and unanswered questions of my own experience and explore broader issues surrounding adoption in the United States, including changing legal policies, sterilization, and compulsory relinquishment programs, forced assimilation of babies of color and Indigenous babies adopted into white families, and other liabilities affecting women, mothers, and children. Now is the moment we must all hear these stories.

Who Is a Worthy Mother?: An Intimate History of Adoption

By Rebecca Wellington,

What is this book about?

Nearly every person in the United States is affected by adoption. Adoption practices are woven into the fabric of American society and reflect how our nation values human beings, particularly mothers. In the wake of the U.S. Supreme Court's overturning of Roe v. Wade, the renewed debate over women's reproductive rights places an even greater emphasis on adoption. As a mother, historian, and adoptee, Rebecca C. Wellington is uniquely qualified to uncover the policies and practices of adoption. Wellington's timely-and deeply researched-account amplifies previously marginalized voices and exposes the social and racial biases embedded in the United States' adoption industry.…


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