The Greatest American "Contemporary, Dark Humor" Books of All Time

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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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Contemporary

Contemporary books are a genre that focuses on stories set in the present day, often exploring current social, cultural, and political issues. These books are typically written in a modern style and often feature relatable characters dealing with real-life situations. Contemporary books can cover a wide range of topics, from romance and family drama to coming-of-age stories and thrillers. The genre is constantly evolving to reflect the changing world we live in, making it a popular choice for readers who want to stay up-to-date with the latest trends and issues.

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. 1. Infinite Jest by David Foster Wallace

    This novel is a complex, multi-layered narrative that explores themes of addiction, recovery, and the human condition in a near-future society. The story is set in a tennis academy and a halfway house for recovering addicts, and it intertwines the lives of its numerous characters, including a gifted but troubled teenage tennis prodigy, his filmmaker father, and a group of Quebecois separatists. The book is known for its length, intricate plot, and extensive use of footnotes.

    The 303rd Greatest Book of All Time
  2. 2. White Noise by Don DeLillo

    The novel is a postmodern exploration of death and consumerism in the United States. It follows a year in the life of Jack Gladney, a professor who has made his name by pioneering the field of Hitler Studies at a small liberal arts college in Middle America. Jack and his fourth wife, Babette, are afraid of death and are obsessed with finding a cure for their fear. Their lives are disrupted by an airborne toxic event, which forces them to confront their mortality and the toxic effects of modern life.

    The 305th Greatest Book of All Time
  3. 3. Suttree by Cormac McCarthy

    Set in 1950s Knoxville, Tennessee, the novel follows the life of a man who has renounced his former existence of privilege to live among society's outcasts on the river. He is an educated man, who has chosen a life of fishing and surviving on the fringes of society. The narrative is filled with his encounters with various characters from the underbelly of the city, including criminals, prostitutes, and other outcasts. Despite his attempts to isolate himself, he finds himself drawn into the problems and tragedies of those around him.

    The 760th Greatest Book of All Time
  4. 4. Bright Lights, Big City by Jay McInerney

    The novel follows a young man living in Manhattan as he tries to navigate his way through the fast-paced and drug-fueled world of the New York City nightlife during the 1980s. He is struggling with his job at a prestigious magazine, his estranged wife who has left him for another man, and his growing addiction to cocaine. As he spirals further into self-destruction, he must confront his problems and make choices about the person he wants to be.

    The 1153rd Greatest Book of All Time
  5. 5. The Sellout by Paul Beatty

    This satirical novel follows the story of an African-American man living in a small, agrarian town on the outskirts of Los Angeles. After his father's death, he attempts to reinstate slavery and segregation in his town as a means of creating a sense of identity for himself and his community. The novel explores themes of racial identity and equality in America, challenging societal norms and expectations through its provocative narrative.

    The 1184th Greatest Book of All Time
  6. 6. Women by Charles Bukowski

    "Women" is a semi-autobiographical novel that explores the chaotic love life of an aging writer. The protagonist, a hard-drinking and crude poet, navigates through a series of relationships with a variety of women, each with their own eccentricities and troubles. The narrative delves into the gritty, often sordid details of these relationships, depicting the protagonist's struggle with his own demons and the complexities of his romantic entanglements. Despite the seemingly bleak tone, the novel is punctuated with moments of raw humor and profound insight into human nature.

    The 1939th Greatest Book of All Time
  7. 7. Billy Lynn's Long Halftime Walk: A Novel by Ben Fountain

    The novel follows Billy Lynn, a 19-year-old soldier, who, along with his fellow soldiers in Bravo Squad, becomes a hero after a harrowing Iraq battle and is brought home temporarily for a victory tour. During the tour, they're honored at a Dallas Cowboys game, which exposes the commercialization and shallow appreciation of their sacrifices. Amidst the celebration, Billy grapples with his understanding of heroism, patriotism, family, and the stark contrast between the realities of war and America's perceptions.

    The 2385th Greatest Book of All Time
  8. 8. 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 5018th Greatest Book of All Time
  9. 9. 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 5308th Greatest Book of All Time
  10. 10. 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 5417th Greatest Book of All Time
  11. 11. 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 7925th Greatest Book of All Time
  12. 12. 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 8513th Greatest Book of All Time
  13. 13. 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 9620th Greatest Book of All Time
  14. 14. 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 10904th Greatest Book of All Time

Reading Statistics

Click the button below to see how many of these books you've read!

Download

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