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The Gambler

Fyodor Dostoyevsky · back to the book

What’s in it

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24 books with the same feel

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Tender Is the Night

F. Scott Fitzgerald · 349 pages

A psychiatrist, Dick Diver, treats and eventually marries a wealthy patient, Nicole. Eventually, this marriage destroys him.

AddictionClassicsLiterary FictionFall From Grace
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The Long Goodbye

Raymond Chandler · 324 pages

In noir master Raymond Chandler's The Long Goodbye, Philip Marlowe befriends a down on his luck war veteran with the scars to prove it. Then he finds out that Terry Lennox has a very wealthy nymphomaniac wife, whom he divorced and remarried and who ends up dead. And now Lennox is on the lam and the cops and a crazy gangster are after Marlowe.

AddictionClassicsMorally Gray CharacterAnti-Hero
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Valley of the Dolls

Jacqueline Susann · 454 pages

The story of three women and their struggle to make it in the entertainment industry. Upon making it to the top, the sad realization sets in that they have no place to go but down.

AddictionClassicsFall From GraceLiterary Fiction
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Titus Groan

Mervyn Peake · 512 pages

ClassicsLiterary FictionFall From GraceMorally Gray Character
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Long Day's Journey Into Night

Eugene O'Neill · 179 pages

Author Eugene O'Neill gives an autobiographical account of his explosive homelife. Fused by a drug-addicted mother, a father who wallows in drink after realizing he is no longer a famous actor, and an older brother who is emotionally unstable and misfit, the family is reflected by their youngest son, who at 23 is a sensitive and aspiring writer.

AddictionClassicsLiterary FictionCharacter-Driven
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The Rules of Attraction

Bret Easton Ellis · 283 pages

First Sentence: “And it’s a story that might bore you, but you don’t have to listen, she told me, because she always knew it was going to be like that, and it was, she thinks, her first year, or actually weekend, really a Friday, in September, and Camden, and this was three or four years ago, and she got so drunk that she ended up in bed, lost her virginity (late, she was eighteen) in Lorna Slavin

AddictionLiterary FictionAnti-HeroMorally Gray Character
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Naked Lunch

William S. Burroughs · 304 pages

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The Lost Weekend

Charles Jackson · 244 pages

A would-be writer's dissatisfaction with his life leads him on a three-day binge. This film gives an uncompromising look at the devastating effects of alcoholism. Made into a motion picture.

AddictionClassicsLiterary FictionCharacter-Driven
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Women

Charles Bukowski · 297 pages

Low-life writer and unrepentant alcoholic Henry Chinaski was born to survive. After decades of slacking off at low-paying dead-end jobs, blowing his cash on booze and women, and scrimping by in flea-bitten apartments, Chinaski sees his poetic star rising at last. Now, at fifty, he is reveling in his sudden rock-star life, running three hundred hangovers a year, and maintaining a sex life that woul

AddictionClassicsLiterary FictionAnti-Hero
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The Drinker

Hans Fallada · 304 pages

An autobiographical novel written during the Second World War in Germany in 1944 during the author's confinement in a medical asylum. It is a self-portrait of an alcoholic and the effect of his behaviour on his surroundings, especially on his deteriorating marriage.

AddictionClassicsLiterary FictionFall From Grace
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The Ballad of a Small Player

Lawrence Osborne · 257 pages

As night falls on Macau and the neon signs that line the rain-slick streets come alive, Doyle - "Lord Doyle" to his fellow players - descends into his casino of choice to try his luck at the baccarat tables that are the anchor of his current existence. A corrupt English lawyer who has escaped prosecution by fleeing to the East, Doyle spends his nights drinking and gambling and his days sleeping of

AddictionLiterary FictionFall From GraceAnti-Hero
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Morphine

Mikhail Bulgakov · 64 pages

"Young Dr. Bromgard has come to a small country town to assume a new practice. No sooner has he arrived than he receives word that a colleague, Dr. Polyakov, has fallen gravely ill. Before Bromgard can go to his friend's aid, Polyakov is brought to his practice in the middle of the night with a self-inflicted gunshot wound, and, barely conscious, gives Bromgard his journal before dying"--Amazon.co

AddictionClassicsLiterary FictionDark
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Fear and Loathing in Las Vegas

Hunter S. Thompson · 204 pages

Maverick author Hunter S. Thompson introduced the world to "gonzo journalism" with this cult classic that shot back up the best seller lists after Thompson's suicide in 2005. No book ever written has more perfectly captured the spirit of the 1960s counterculture. In Las Vegas to cover a motorcycle race, Raoul Duke (Thompson) and his attorney Dr. Gonzo (inspired by a friend of Thompson) are quickly

AddictionClassicsLiterary FictionAnti-Hero
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The Quiet American

Graham Greene · 211 pages

One of Graham Greene's best works. The story is set at the time of the French war against the Viet Cong and tells the story of liberal British journalist Thomas Fowler, his mistress Phuong, and their relationship with American idealist Pyle. The latter is an earnest young man indocrinated with geo-political theory and whose attempts to shape the world to American ideals ends in his own personal tr

ClassicsLiterary FictionAnti-HeroMorally Gray Character
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L'Assommoir (The Dram Shop)

Emile Zola · 480 pages

AddictionClassicsLiterary Fiction
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Mephisto

Klaus Mann · 267 pages

ClassicsLiterary FictionFall From GraceAnti-Hero
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Bad News

Edward St. Aubyn · 216 pages

AddictionLiterary FictionAnti-HeroCharacter-Driven
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Big Sur

Jack Kerouac · 224 pages

*Big Sur* is a novel written by *Jack Kerouac*, that was published in 1962. The books perspective is told from Kerouac's alter ego *Jack Dulouz*. The novel describes Kerouac's frustration that he has with his fame of being a writer, and how he goes to his friends cabin on Big Sur to get away from the madness of every day existence. The novel also describes Kerouac's mental state of being, and his

AddictionLiterary FictionClassicsDark
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Gone with the Wind

Margaret Mitchell · 864 pages

Margaret Mitchell's monumental epic of the South won a Pulitzer Prize, gave rise to the most popular motion picture of our time, and inspired a sequel that became the fastest selling novel of the century. It is one of the most popular books ever written: more than 28 million copies of the book have been sold in more than 37 countries. Today, more than 60 years after its initial publication, its ac

ClassicsLiterary FictionFall From GraceAnti-Hero
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An American Tragedy

Theodore Dreiser · 831 pages

The classic depiction of the harsh realities of American life, the dark side of the American Dream, and one man's doomed pursuit of love and success..."Mr. Dreiser is not imitative and belongs to no school. He is at heart a mysticist and a fatalist, though using the realistic method. He is, on the evidence of this novel alone, a power." --The New York Times Book Review

ClassicsLiterary FictionFall From GraceCharacter-Driven
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A Far Better Thing

H.G. Parry · 416 pages

AddictionLiterary FictionAnti-HeroMorally Gray Character
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The Red and the Black

Stendhal · 472 pages

ClassicsLiterary FictionMorally Gray CharacterAnti-Hero
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The Man With the Golden Arm

Nelson Algren · 364 pages

"A novel of rare genius, The Man with the Golden Arm has been called "Algren's most satisfying work." It describes the dissolution of a card-dealing WWII veteran named Frankie Machine, caught in the act of slowly cutting his own heart into water-thin slices. For Frankie, a murder committed may be the least of his problems.". "In this first critical edition of an Algren work, Algren's novel is joi

AddictionClassicsLiterary Fiction
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Trainspotting

Irvine Welsh · 352 pages

Scottish writer Irvine Welsh's first novel, Trainspotting, is a collection of short-stories revolving around a group of friends, their drug use, and struggles in the city of Edinburgh.

AddictionClassicsLiterary FictionAnti-Hero

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