The Greatest Russian, American "Dark Humor, Fiction" Books Since 1900

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This list represents a comprehensive and trusted collection of the greatest books. Developed through a specialized algorithm, it brings together 305 'best of' book lists to form a definitive guide to the world's most acclaimed books. For those interested in how these books are chosen, additional details can be found on the rankings page.

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Dark Humor

Dark humor is a genre of literature that combines humor with themes and subjects that are typically considered taboo, morbid, or controversial. It often involves making light of serious or disturbing topics such as death, violence, and mental illness. Dark humor can be used to satirize societal norms and conventions, challenge the status quo, and provide a unique perspective on the human condition. Books in this category may be unsettling or uncomfortable to read, but they offer a unique and often thought-provoking perspective on the world around us.

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  1. 26. Do Everything in the Dark by Gary Indiana

    This book presents a disjointed narrative of a group of aging artists and intellectuals in New York City who are dealing with the aftermath of their youthful, hedonistic lives. As they grapple with issues of aging, depression, suicide, and the loss of their creative abilities, they find themselves trapped in a dark, cynical world, haunted by their pasts and facing an uncertain future. The novel offers a bleak but insightful look at the human condition, exploring themes of despair, regret, and the struggle to find meaning in life.

    The 5017th Greatest Book of All Time
  2. 27. Erections, Ejaculations, Exhibitions, And General Tales Of Ordinary Madness by Charles Bukowski

    This book is a collection of short stories that delve into the gritty and often sordid aspects of human experience, focusing on the lives of the downtrodden and the outcasts of society. The narrative voice is raw and unfiltered, presenting a world filled with alcohol, sex, and existential despair, where characters navigate through the chaos of urban life. The stories are marked by a sense of realism and dark humor, offering an unapologetic exploration of the human condition and the madness that can be found in the ordinary lives of individuals.

    The 5240th Greatest Book of All Time
  3. 28. My Year of Rest and Relaxation by Ottessa Moshfegh

    The novel follows the life of a young, beautiful, and wealthy woman living in New York City who decides to enter a year of drug-induced sleep to escape her disillusionment with life and the world around her. Encouraged by her eccentric, unethical psychiatrist, she spends most of her time sleeping, waking only to eat, watch movies, and occasionally socialize with her best friend. The book explores themes of depression, alienation, and the search for meaning in a modern, materialistic society.

    The 5309th Greatest Book of All Time
  4. 29. Going Native by Stephen Wright

    "Going Native" is a darkly surreal journey through the underbelly of late 20th-century American life. The protagonist, a seemingly ordinary suburban man, abandons his life to embark on a disturbing cross-country odyssey. The narrative unfolds through a series of interconnected vignettes, each exploring a different aspect of American society from the perspective of various eccentric and often dangerous characters. The novel is a disturbing exploration of identity, alienation, and the dark side of the American dream.

    The 5416th Greatest Book of All Time
  5. 30. CivilWarLand in Bad Decline by George Saunders

    This book is a collection of short stories and a novella, all set in dystopian versions of America. The narratives often feature theme parks, which serve as metaphors for the cultural and moral decay of society. The characters are often trapped in low-wage jobs and are struggling to make ends meet, while also grappling with various personal issues. The stories are infused with dark humor and satire, and they provide a critique of capitalism and consumer culture.

    The 5626th Greatest Book of All Time
  6. 31. Take It Or Leave It by Raymond Federman

    "Take It Or Leave It" is a unique narrative that blends fiction and autobiography. The story is about a French-American man who is drafted into the U.S. Army during the Korean War. The narrative is non-linear and fragmented, often digressing into side stories and anecdotes. The protagonist shares his experiences of growing up in France during World War II, his immigration to the United States, and his experiences in the army. The book plays with the conventions of storytelling and is known for its postmodern style.

    The 5731st Greatest Book of All Time
  7. 32. Ray by Barry Hannah

    "Ray" is a darkly comedic and deeply moving novel about a Vietnam War veteran and former pilot who is grappling with his past and his own self-destructive tendencies. The protagonist's candid, often rambling monologues reveal his struggles with alcoholism, his failed marriages, and his complicated relationships with women, as well as his reflections on life, death, and the human condition. Set in the American South, the novel is a raw and poignant exploration of a flawed man's search for meaning and redemption.

    The 6378th Greatest Book of All Time
  8. 33. Night They Missed The Horror Show by Joe R. Lansdale

    In the story, two teenagers with a penchant for mischief and a lack of sensitivity towards racial issues set out on a night that takes a dark turn when their quest for entertainment leads them to witness a gruesome scene of violence and torture. The night's events escalate as they become unwilling participants in a horror that surpasses anything they could have imagined, confronting the consequences of their own prejudices and the monstrous nature of true human depravity. The narrative serves as a chilling reminder of the horrors that can arise from ignorance and the depths of evil that can exist in the most unexpected places.

    The 6853rd Greatest Book of All Time
  9. 34. A Cool Million by Nathanael West

    The book satirizes the American Dream through the misadventures of its protagonist, a young man who leaves his rural home to seek fortune and success in the big city. Despite his unwavering optimism and adherence to traditional values, he faces a series of increasingly absurd and unfortunate events that strip him of his possessions, dignity, and illusions. The narrative unfolds as a darkly comedic critique of the socio-economic landscape of the time, exposing the harsh realities of capitalism and the myth of equal opportunity.

    The 7168th Greatest Book of All Time
  10. 35. Cruddy by Lynda Barry

    In the darkly comic and unsettling novel, a teenage girl recounts her harrowing journey through a dysfunctional childhood marked by neglect, abuse, and a road trip with her dangerously unhinged father. As she navigates the grim realities of her life, her story oscillates between the grimy, violent past and her struggle to survive in the present. The narrative, rich with vivid and disturbing imagery, explores themes of memory, trauma, and the resilience of the human spirit in the face of overwhelming adversity. The protagonist's voice, both raw and poignant, offers a stark and unflinching look at the complexities of family and the scars that our early experiences can leave on us.

    The 7867th Greatest Book of All Time
  11. 36. Chronic City by Jonathan Lethem

    "Chronic City" is a novel by Jonathan Lethem that follows the life of Chase Insteadman, a former child actor who has become a socialite in Manhattan. The story takes place in a surreal version of New York City where a mysterious fog has settled over the city and strange events occur. Along with a cast of eccentric characters, including a cultural critic, a reclusive author, and a giant tiger, Chase navigates the complexities of love, friendship, and the meaning of reality in a world that seems to be constantly shifting.

    The 7922nd Greatest Book of All Time
  12. 37. Memories Of My Father Watching Tv by Curtis White

    The book presents a unique blend of autobiography and cultural criticism, exploring the impact of television on the American psyche through the lens of personal experience. It delves into the author's childhood memories of watching TV with his father, using this intimate framework to critique the medium's role in shaping family dynamics, politics, and social values. The narrative weaves together anecdotes and analysis, offering a poignant reflection on the pervasive influence of television and its power to mold our perceptions of reality, history, and identity.

    The 8136th Greatest Book of All Time
  13. 38. Haunted by Chuck Palahniuk

    "Haunted" is a novel composed of 23 stories, all told by people who have answered an ad for a writer's retreat. The individuals are locked inside a theater for three months, with no connection to the outside world. As time goes on, they begin to starve, go mad, and resort to violence. Each character's story reveals their darkest secrets and fears, creating a chilling and disturbing narrative.

    The 8500th Greatest Book of All Time
  14. 39. Mailman by J. Robert Lennon

    The novel centers around the life of a seemingly ordinary mail carrier in a small American town, whose mundane existence belies a complex inner world filled with secrets, fantasies, and obsessions. As the protagonist navigates his daily routine, delivering letters and packages to the townspeople, he becomes increasingly entangled in their lives and personal affairs. His voyeuristic tendencies and the discovery of a mysterious undeliverable letter lead to a series of events that unravel his carefully constructed facade, exposing the dark undercurrents of suburban life and the fragile nature of personal identity.

    The 8508th Greatest Book of All Time
  15. 40. Something Happened by Joseph Heller

    In "Something Happened," the narrative delves into the mind of Bob Slocum, a successful yet disillusioned corporate executive navigating the complexities of his personal and professional life in post-war America. The novel, characterized by its stream-of-consciousness style, explores themes of anxiety, isolation, and the mundane horrors of everyday existence as Slocum grapples with his relationships with his family, his colleagues, and himself. Through a series of introspective and often disjointed reflections, the protagonist reveals his deep-seated fears and desires, painting a stark and unsettling portrait of a man overwhelmed by the banalities and moral ambiguities of American middle-class life.

    The 8726th Greatest Book of All Time
  16. 41. John Dies At The End by David Wong

    This book is a comedic horror novel that follows two college dropouts who gain psychic abilities after ingesting a mysterious drug known as "Soy Sauce." This substance opens their eyes to a bizarre and terrifying parallel universe, leading them on a surreal adventure as they confront an array of supernatural creatures, ghosts, and otherworldly threats. With a blend of humor, philosophy, and horror, the narrative takes readers on a wild ride through existential crises and the nature of reality, all while the fate of humanity hangs in the balance.

    The 9094th Greatest Book of All Time
  17. 42. Airships by Barry Hannah

    "Airships" is a collection of short stories that explores the themes of love, war, life, and death. The narrative presents a variety of characters, from Civil War soldiers to modern-day jet pilots, all of whom experience extreme situations that challenge their understanding of life and humanity. The book is known for its unique storytelling style, combining dark humor, surrealism, and poignant moments of human connection.

    The 9558th Greatest Book of All Time
  18. 43. Homesick for Another World by Ottessa Moshfegh

    "Homesick for Another World" is a collection of short stories that explore the lives of various flawed and eccentric characters, each struggling with their own personal demons and insecurities. The narratives delve into the dark, often uncomfortable aspects of humanity, with themes of loneliness, self-loathing, and the desperate search for connection and meaning. The stories are set in a variety of locations, from small towns to big cities, and each presents a unique perspective on the human condition.

    The 9613th Greatest Book of All Time
  19. 44. Doctor Rat by William Kotzwinkle

    The book is a darkly satirical novel that takes place in a laboratory where animals are subjected to cruel experiments. The story is told from the perspective of Doctor Rat, a deranged lab rat who has been driven mad by the experiments and now champions the ongoing torture as a necessary pursuit of knowledge. As the animals around him plan a rebellion to escape their fate, Doctor Rat's delusions of grandeur and twisted rationalizations of the scientists' actions provide a chilling reflection on the ethics of animal testing and the nature of complicity in systems of oppression.

    The 10238th Greatest Book of All Time
  20. 45. Everything Ravaged, Everything Burned by Wells Tower

    "Everything Ravaged, Everything Burned" is a collection of nine short stories that delve into the lives of various characters, each grappling with their own unique struggles. The narratives range from a man dealing with the end of his marriage to a Viking raider longing for retirement, and each story is imbued with a dark humor and a keen insight into the human condition. The author's vivid and descriptive storytelling brings the characters and their predicaments to life, making for a compelling and thought-provoking read.

    The 10893rd Greatest Book of All Time
  21. 46. The Suicide by Nikolai Erdman

    "The Suicide" is a darkly comedic play centered on a man who, overwhelmed by the absurdity and struggles of life under a repressive regime, contemplates ending his life. His intentions quickly become public, drawing the attention of various interest groups who seek to exploit his despair for their own ideological ends. Each group wants to make his death a statement for their cause, turning the man's personal crisis into a public spectacle. The play satirically explores themes of individual agency, societal pressures, and the manipulation of personal tragedies for political gain, ultimately questioning the value of life in a society that prioritizes propaganda and collective ideology over the individual.

    The 10988th Greatest Book of All Time

Reading Statistics

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If you're interested in downloading this list as a CSV file for use in a spreadsheet application, you can easily do so by clicking the button below. Please note that to ensure a manageable file size and faster download, the CSV will include details for only the first 500 books.

Download