100 books like Leaving Las Vegas

By John O'Brien,

Here are 100 books that Leaving Las Vegas fans have personally recommended if you like Leaving Las Vegas. Shepherd is a community of 10,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Fear and Loathing in Las Vegas

Tim O'Leary Author Of Men Behaving Badly

From my list on 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. 

Tim's book list on characters you love to hate

Tim O'Leary Why did Tim 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 The Basketball Diaries: The Classic about Growing Up Hip on New York's Mean Streets

Andrew Mann Author Of Such Unfortunates

From my list on stories so powerful you have to read them twice.

Why am I passionate about this?

I have expertise and a passion for this topic because I suffered from a terrible addiction to drugs for many years and was considered a hopeless case. If I can beat my addiction then anyone can!

Andrew's book list on stories so powerful you have to read them twice

Andrew Mann Why did Andrew love this book?

This was another true story of someone who suffered a terrible addiction and was able to overcome it. I liked it because Jim was a regular guy and not a celebrity sharing his life story as so many of these book are. It was one of the first books that gave me inspiration to write a book. It also became a movie where Leonardo DeCaprio played Jim Carrol.

By Jim Carroll,

Why should I read it?

3 authors picked The Basketball Diaries as one of their favorite books, and they share why you should read it.

What is this book about?

The urban classic coming-of-age story about sex, drugs, and basketball

Jim Carroll grew up to become a renowned poet and punk rocker. But in this memoir of the mid-1960s, set during his coming-of-age from 12 to 15, he was a rebellious teenager making a place and a name for himself on the unforgiving streets of New York City. During these years, he chronicled his experiences, and the result is a diary of unparalleled candor that conveys his alternately hilarious and terrifying teenage existence. Here is Carroll prowling New York City--playing basketball, hustling, stealing, getting high, getting hooked, and searching for…


Book cover of Methland: The Death and Life of an American Small Town

Russell C. Crandall Author Of Drugs and Thugs: The History and Future of America's War on Drugs

From my list on what the war on drugs is really about.

Why am I passionate about this?

Over my two decades as a scholar of American foreign policy and international politics, I had multiple opportunities to serve as a Latin America foreign policy aide. Given that Latin America plays a central role in the U.S.-hatched modern war on drugs, much of my policymaking was directly or indirectly tied to drug policy. I thus wrote Drugs and Thugs above all to make sure that I had a good sense of the history of this seemingly eternal conflict, one that is “fought” as much at home as abroad. 

Russell's book list on what the war on drugs is really about

Russell C. Crandall Why did Russell love this book?

Reding’s book on the methamphetamine epidemic in small-town Ohio is distressing but essential. He is exceptional in showing rather than telling how meth is in so many ways the Great American Drug. It makes you work even more maniacally, for one. And the hollowing out of Middle America makes the drug’s proactive nature even more attractive in these forgotten towns and cities. It is painful that the meth scourge might have eased but, as is so often the case, other destructive substances have quickly replaced it. 

By Nick Reding,

Why should I read it?

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

What is this book about?

A New York Times Bestseller
Winner of the Chicago Tribune Heartland Prize
Winner of the Hillman Prize for Book Journalism

Named a best book of the year by:
the Los Angeles Times
the San Francisco Chronicle
the Saint Louis Post-Dispatch
the Chicago Tribune
the Seattle Times

"A stunning look at a problem that has dire consequences for our country.”-New York Post

The dramatic story of Methamphetamine as it comes to the American Heartland-a timely, moving, account of one community's attempt to confront the epidemic and see their way to a brighter future.

The bestselling book that launched meth back into…


Book cover of Requiem for a Dream

Craig McGuire Author Of Carmine and the 13th Avenue Boys: Surviving Brooklyn's Colombo Mob

From my list on diving deep into the dark side of Brooklyn.

Why am I passionate about this?

It’s no wonder South Brooklyn, in the latter half of the last century, is the setting for so many remarkable dramas for both page and screen. In fact, when legendary former NYPD Detective Thomas Dades offered to make introductions to a Colombo Crime Family associate who cooperated with the federal government, I leapt at the opportunity. I was born in Greenpoint in 1971 and grew up on 16th Avenue in the heart of Bensonhurst. It’s not just South Brooklyn’s raw, urban chaotic physical setting, but the sheer volatility of this period in time, where so many transformational trends of the larger culture were evident, and some even epi-centered.

Craig's book list on diving deep into the dark side of Brooklyn

Craig McGuire Why did Craig love this book?

Hubert Selby Jr. delivers another dark indictment of life along the outer shores of South Brooklyn, in the form of both this 1978 novel and the grim 2000 film Darren Aronofsky film adaptation (co-written with Selby, with a cameo as prison guard).

The characters of this disturbing drama are as marginalized as the bleak 1970s backdrop they infect. Selby’s prose holds us by the back of the neck as his characters descend down awful spirals of addiction: Sara Goldfarb with her diet pills, and her son Harry, his girlfriend Marion, and his best friend Tyrone, all heroin addicts. Electroconvulsive therapy, reluctant prostitution, and amputation abound, harrowing hallmarks you’d expect from Selby.

For this trip to Coney Island, think more Warriors, less Woody Allen, and buckle up. It’s going to be a spectacularly gruesome ride.

Locations of interest: Coney Island Clam Bar; Brighton Beach Boardwalk; Surf Avenue Second-hand Shops; 3152 Brighton…

By Hubert Selby Jr.,

Why should I read it?

3 authors picked Requiem for a Dream as one of their favorite books, and they share why you should read it.

What is this book about?

Harry Goldfarb, heroin addict and son of lonely widow Sara, cares only about enjoying the good life with girlfriend Marion and best friend Tyrone C Love, and making the most of all the hash, poppers and dope they can get. Sara Goldfarb sits at home with the TV, dreaming of the life she could have and struggling with her own addictions - food and diet pills. But these four will pay a terrible price for the pleasures they believe they are entitled to. A passionate, heart-breaking tale of the crushing weight of hope and expectation, Requiem for a Dream is…


Book cover of Common Women: Prostitution and Sexuality in Medieval England

Cara Hogarth Author Of My Lady of the Whip

From my list on medieval sexuality.

Why am I passionate about this?

Cara Hogarth emigrated from England to Australia as a child, but always wished she hadn’t. So she studied medieval history at university in order to travel back in time and place. Now that she’s bagged a PhD (on Chaucer’s raunchy Wife of Bath), she prefers to write historical fiction in order to truly immerse herself and her readers in the past. She finds academic history a fantastic inspiration for her fiction writing, but is always seeking out historical novels that hit just the right balance between research, humor, and page-turning plot. Warning: her novels can get quite steamy!

Cara's book list on medieval sexuality

Cara Hogarth Why did Cara love this book?

Published by Oxford University Press, Common Women is an academic rather than a popular history of medieval English prostitution, and its author is an expert in medieval sexuality.

I adore the wealth of historical detail founded on original research that Karras presents. It’s a goldmine of inspiration for those of us who write fiction set in medieval England. Where else can you learn about the cross-dressing prostitute John Rykener, the Bishop of Winchester’s brothel empire in Southwark, or discover names like Clarice Clatterballock?

By Ruth Mazo Karras,

Why should I read it?

1 author picked Common Women as one of their favorite books, and they share why you should read it.

What is this book about?

An account of the lives of prostitutes in Medieval England relations, which covers their treatment under the law, and concludes that prostitution was central to the medieval understanding of feminity.


Book cover of Madeleine

Jody Hadlock Author Of The Lives of Diamond Bessie

From my list on 19th century prostitutes.

Why am I passionate about this?

As a young teenager, I lived in a small Texas town and loved touring the Victorian “gingerbread” homes full of antiques. I had an overwhelming desire to time travel back to the mid-1800s. When I learned of Diamond Bessie’s story, I was immediately intrigued because of the period, and also by the circumstances of her life. Why does a woman enter the world’s oldest profession? I discovered that I absolutely love research and “time traveled” back to that era by devouring everything I could get my hands on about life in the 19th century, especially for a marginalized woman like Bessie. 

Jody's book list on 19th century prostitutes

Jody Hadlock Why did Jody love this book?

In my quest to learn about the inner lives of 19th-century prostitutes, I found three memoirs, all gold mines. Demi-mondaines always used a stage name and that’s what the eponymous Madeleine chose. Even though she wasn’t a writer by trade, her story as a young “public woman” in the 1890s is riveting, and heartbreaking. When Madeleine’s autobiography was first published by Harper & Brothers in 1919, it caused a scandal and led to a lawsuit against the publisher. Harper eventually successfully defended itself but still ended up withdrawing the book from circulation. It wouldn’t be available to the public again for nearly 70 years. 

By Marcia Carlisle, Ben B. Lindsey,

Why should I read it?

1 author picked Madeleine as one of their favorite books, and they share why you should read it.

What is this book about?

An insider's eloquent, moving account of life as a nineteenth century prostitute. This memoir offers a vivid account of brothel life in 1890s North Americain the city (Chicago, St. Louis), the Western boom town (Butte, Montana), and on the Canadian frontier. Containing the introductions to the 1919 and 1986 editions (by Judge Ben B. Lindsey and scholar Marcia Carlisle, respectively), its eponymous narrator offers great insight into the daily workings of both "high" and "low" class houses, as well as her relationships with madams, clientele, and members of the "legitimate" society in which prostitution flourished.


Book cover of Nell Kimball: Her Life as an American Madam, by Herself

Jody Hadlock Author Of The Lives of Diamond Bessie

From my list on 19th century prostitutes.

Why am I passionate about this?

As a young teenager, I lived in a small Texas town and loved touring the Victorian “gingerbread” homes full of antiques. I had an overwhelming desire to time travel back to the mid-1800s. When I learned of Diamond Bessie’s story, I was immediately intrigued because of the period, and also by the circumstances of her life. Why does a woman enter the world’s oldest profession? I discovered that I absolutely love research and “time traveled” back to that era by devouring everything I could get my hands on about life in the 19th century, especially for a marginalized woman like Bessie. 

Jody's book list on 19th century prostitutes

Jody Hadlock Why did Jody love this book?

Nell Kimball was the least educated of the prostitute authors I read but also the most colorful. And the only one who didn’t feel trapped in the profession. Like Josie Washburn, Nell couldn’t find a publisher for her memoir when she looked for one in 1932. She was 78 years old and reportedly in dire straits financially. Nell had started in the “trade” in St. Louis at the age of fifteen in 1867 and worked as a prostitute and then as a madam, lastly in New Orleans’s famed Storyville red-light district, until it was shut down in 1917. Nell died in 1934. Her book was finally published by Macmillan in 1970.

I’m grateful that Madeleine, Josie, and Nell were fortuitous enough to pen their stories, to record a first-hand account of an era that we otherwise would not be privy to in such a personal way.

By Nell Kimball,

Why should I read it?

1 author picked Nell Kimball as one of their favorite books, and they share why you should read it.

What is this book about?

A witty, wild-spirited, purely American autobiography by a prostitute-turned-madam who lived and operated at the turn of the twentieth century.

“Looking back on my life, and it’s the only way I can look at it now, nothing in it came out the way most people would want their life to be lived. And while I began at fifteen in a good house with no plans, just wanting as a young whore to hunker on to something to eat and something good to wear, I ended up as a business woman, becoming a sporting house madam, recruiting, disciplining whores, running high-class…


Book cover of Black Wings Has My Angel

Andrew Diamond Author Of To Hell with Johnny Manic

From my list on the golden age of American crime and noir.

Why am I passionate about this?

In college, I studied Literature with a capital L: those timeless classics the professors worship and revere. Then a woman in a used book store in Seattle handed me a copy of Jim Thompson's Pop. 1280 and said, "Read this." I was hooked. The pulp fiction of the 1950s is visceral and raw. Like Greek tragedy, it examines the darker drives of human nature--greed, lust, loneliness, anger--and their consequences. Pulp writers were paid by the word to crank out lurid thrills. But like Shakespeare writing for the groundlings, some of them just couldn't help going above and beyond. Their work remains in print because it hits on universal truths that still resonate today.

Andrew's book list on the golden age of American crime and noir

Andrew Diamond Why did Andrew love this book?

In a tough prostitute named Virginia, escaped convict Timothy Sunblade finds the perfect partner to help execute the perfect crime. The extraordinary relationship between these two makes the book memorable. Sunblade is clear-eyed, thoughtful, disillusioned, sensitive, brutish, self-assured at times, and wavering at others. Virginia is wise, world-weary, sure of herself and what she wants, sometimes crazed like a caged animal, but always strong.

Chaze's atmospheric detail adds depth and presence to the story. The characters' arc is one of darkening fate and inevitable tragedy. Watching their slow descent is like watching a train wreck in slow motion. The characters continue to deepen throughout the story, all the way to the final page, and they stay with you long after you've put the book down.

By Elliott Chaze,

Why should I read it?

2 authors picked Black Wings Has My Angel as one of their favorite books, and they share why you should read it.

What is this book about?

"Flawless ... beyond perfection." — New York Magazine
"An astonishingly well-written literary novel that just happened to be about (or roundabout) a crime." — Barry Gifford
"Black Wings Has My Angel is an indisputable noir classic … Elliott Chaze was a fine prose stylist, witty, insightful, nostalgic, and irreverent, and a first-class storyteller." — Bill Pronzini
An escaped convict encounters an enterprising prostitute at the start of this hard-boiled masterpiece. When Timothy Sunblade opens the door of his blue Packard to Virginia, their fates are forever intertwined. "Maybe if you saw her you'd understand," he reminisces. "Face by Michelangelo, clothes…


Book cover of The Murder of Helen Jewett: The Life and Death of a Prostitute in Ninetenth-Century New York

Rebecca Frost Author Of Words of a Monster: Analyzing the Writings of H.H. Holmes, America's First Serial Killer

From my list on crimes you've never heard of.

Why am I passionate about this?

I picked up my first book about Jack the Ripper the summer after college and never looked back. Since then my collection of true crime has grown to overflow my office bookshelves and I’ve written a PhD dissertation and multiple books about true crime, focusing on serial killers. The genre is so much more than Bundy, Gacy, and Dahmer and I love talking with people about the less mainstream cases that interest them, and the newer victim-centered approaches that—fingers crossed—mark a change in how we talk about criminals and victims.

Rebecca's book list on crimes you've never heard of

Rebecca Frost Why did Rebecca love this book?

Helen Jewett was a sex worker living in New York in the 1830s. She worked in a brothel under a matron, which should have been a safe enough situation—she wasn’t out on the street, at least, and others knew when she had clients. Early one morning, however, others in the house wake up to realize there’s a fire in Helen’s room, and that she’s dead. Was it a murder committed by her last client, a man quickly identified as Richard Robinson, or was it a suicide? If she hadn’t died so brutally, we wouldn’t know Helen Jewett’s name, so she’s become another victim only known for her murder. Cohen reminds us that she’s more than just her death.

By Patricia Cline Cohen,

Why should I read it?

4 authors picked The Murder of Helen Jewett as one of their favorite books, and they share why you should read it.

What is this book about?

In 1836, the murder of a young prostitute made headlines in New York City and around the country, inaugurating a sex-and-death sensationalism in news reporting that haunts us today. Patricia Cline Cohen goes behind these first lurid accounts to reconstruct the story of the mysterious victim, Helen Jewett.

From her beginnings as a servant girl in Maine, Helen Jewett refashioned herself, using four successive aliases, into a highly paid courtesan. She invented life stories for herself that helped her build a sympathetic clientele among New York City's elite, and she further captivated her customers through her seductive letters, which mixed…


Book cover of The Pervert

Mady G. Author Of A Quick & Easy Guide to Queer & Trans Identities

From my list on graphic novels about self-discovery.

Why am I passionate about this?

I'm a queer author and illustrator who has always had a passion for unique and boundary-pushing comics and graphic novels. It's a genre that has spoken to me throughout my life and this list converges my love for the format as well as the subject matter that's impacted the most vulnerable and pivotal times of my own life. So much of my experience being alive has been about figuring out who I am, and that's what my own graphic novel deals with. It seems fitting that I'd recommend a list of books that details others doing the same as I have, but in their own way.

Mady's book list on graphic novels about self-discovery

Mady G. Why did Mady love this book?

A truly singular book that details a semi-fictionalized account of a transgender sex worker surviving in Seattle. Depicted as a cute anthropomorphic dog-like creature, the story follows her as she meets with various clients and navigates her own identity struggles and in-progress transition (not to mention her own safety in her dangerous line of work). A deeply emotional and raw story that still manages to retain its own dark sense of humor throughout.

(Deals with themes of drugs, sex, and violence. 18+ only.)

By Michelle Perez,

Why should I read it?

1 author picked The Pervert as one of their favorite books, and they share why you should read it. This book is for kids age 16, and 17.

What is this book about?

Vulture/NY Magazine's Best Comics of 2018

A surprisingly honest and touching account of a trans girl surviving through sex work in Seattle. With excerpts published in Eisner nominated anthology ISLAND, the full colour volume, drawn and painted by Remy Boydell is an unflinching debut graphic novel. Written by Michelle Perez


5 book lists we think you will like!

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