The Greatest "Humor, Dark Humor, Fiction" Books Since 1950

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This list represents a comprehensive and trusted collection of the greatest books. Developed through a specialized algorithm, it brings together 301 '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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Humor

Humor is a category of books that is characterized by its ability to make readers laugh or feel amused. These books often contain witty dialogue, clever wordplay, and humorous situations that are designed to entertain and delight readers. Humor can be found in a variety of genres, including fiction, non-fiction, memoirs, and graphic novels, and can range from light-hearted and silly to dark and satirical. Whether you're looking for a quick laugh or a more in-depth exploration of the human condition through humor, there is something for everyone in the world of humorous books.

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.

Fiction

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  1. 1. Catch-22 by Joseph Heller

    The book is a satirical critique of military bureaucracy and the illogical nature of war, set during World War II. The story follows a U.S. Army Air Forces B-25 bombardier stationed in Italy, who is trying to maintain his sanity while fulfilling his service requirements so that he can go home. The novel explores the absurdity of war and military life through the experiences of the protagonist, who discovers that a bureaucratic rule, the "Catch-22", makes it impossible for him to escape his dangerous situation. The more he tries to avoid his military assignments, the deeper he gets sucked into the irrational world of military rule.

    The 18th Greatest Book of All Time
  2. 2. Fear and Loathing in Las Vegas: A Savage Journey to the Heart of the American Dream by Hunter S. Thompson

    This book is a semi-autobiographical novel that chronicles the adventures of a journalist and his attorney as they embark on a drug-fueled trip to Las Vegas. The narrative is a wild and hallucinatory exploration of the American Dream, filled with biting social commentary and outrageous antics. The protagonist's quest for the American Dream quickly devolves into an exploration of the darker side of human nature, highlighting the excesses and depravities of 1960s American society.

    The 171st Greatest Book of All Time
  3. 3. A Confederacy of Dunces by John Kennedy Toole

    The novel is a comedic satire set in New Orleans in the early 1960s, centered around Ignatius J. Reilly, a lazy, eccentric, highly educated, and socially inept man who still lives with his mother. Ignatius spends his time writing a lengthy philosophical work while working various jobs and avoiding the responsibilities of adulthood. The story follows his misadventures and interactions with a colorful cast of characters in the city, including his long-suffering mother, a flamboyant nightclub owner, a beleaguered factory worker, and a frustrated hot dog vendor.

    The 174th Greatest Book of All Time
  4. 4. Lucky Jim by Kingsley Amis

    "Lucky Jim" is a comic novel that follows the life of Jim Dixon, a young and disillusioned lecturer at a provincial British university. Struggling with his job and his pretentious boss, Dixon navigates through a series of humorous and often absurd situations, including a disastrous public lecture and a chaotic weekend at his boss's house. The novel satirizes the snobbishness and hypocrisy of the academic world, and explores themes of class, ambition, and the struggle to find personal authenticity in a conformist society.

    The 237th Greatest Book of All Time
  5. 5. 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 302nd Greatest Book of All Time
  6. 6. Money by Martin Amis

    "Money" is a darkly humorous novel that follows the life of John Self, a hedonistic, self-destructive director of commercials, as he navigates the excesses and depravities of 1980s New York and London. His life is filled with overindulgence in food, alcohol, drugs, and women, leading to a downward spiral of self-destruction. The novel is a satire on the excesses of capitalism and the obsession with wealth and materialism, and it also explores themes of identity, self-loathing, and the destructive power of addiction.

    The 322nd Greatest Book of All Time
  7. 7. Cat's Cradle by Kurt Vonnegut

    This novel is a satirical commentary on modern man and his madness, exploring issues of science, technology, and religion. The story revolves around a narrator who becomes involved with the children of a deceased scientist, who had developed a substance capable of freezing water at room temperature. This substance, if misused, has the potential to end all life on earth. The novel is filled with strange and twisted characters, and culminates in a cataclysmic event, highlighting the dangers of uncontrolled technological advancement.

    The 505th Greatest Book of All Time
  8. 8. The Breakfast of Champions by Kurt Vonnegut

    The novel is a satirical depiction of American society, with a particular focus on its materialism, business culture, and obsession with success. It tells the story of two men: Dwayne Hoover, a wealthy businessman who is gradually losing his sanity, and Kilgore Trout, a largely unsuccessful science fiction writer. Their lives intersect in a series of absurd, tragicomic events, leading to a climax that forces the reader to question the nature of free will and the meaning of life. The narrative is punctuated by the author's own illustrations and frequent digressions on a wide range of topics.

    The 506th Greatest Book of All Time
  9. 9. 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 1150th Greatest Book of All Time
  10. 10. 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 1179th Greatest Book of All Time
  11. 11. 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 1933rd Greatest Book of All Time
  12. 12. Bad News by Edward St Aubyn

    "Bad News" is the second novel in a series that follows the life of Patrick Melrose, a man from a wealthy but deeply troubled family. In this installment, Patrick, now 22, must travel to New York to collect his father's ashes. As he navigates the city, he struggles with his addiction to drugs and alcohol, and grapples with the traumatic memories of his abusive father. The narrative provides a darkly comic and deeply poignant exploration of addiction, trauma, and the struggle for redemption.

    The 2141st Greatest Book of All Time
  13. 13. Some Hope by Edward St Aubyn

    "Some Hope" is a darkly humorous novel that delves into the life of a man who struggles to overcome his traumatic past and drug addiction. He is invited to a lavish party filled with Britain's aristocracy, where he must confront his past and deal with the pretentious and shallow society he is part of. The narrative explores themes of abuse, recovery, and the struggle to find redemption and hope amidst despair.

    The 2220th Greatest Book of All Time
  14. 14. No Laughing Matter by Angus Wilson

    "No Laughing Matter" is a satirical novel that charts the lives of the six children of the Matthews family, from World War I to the 1960s. The narrative is a social commentary on the changing face of Britain during this period, with each child representing different aspects of the British society. The book highlights the family's struggles with their own personal issues, as well as broader societal changes, such as the decline of the British Empire and the rise of modernity.

    The 2437th Greatest Book of All Time
  15. 15. The Fan Man by William Kotzwinkle

    The book follows the life of Horse Badorties, a free-spirited, eccentric, and somewhat delusional hippie living in New York City during the 1970s. Horse is obsessed with fans and spends his days collecting them, resulting in a chaotic apartment filled with hundreds of fans. His life is a series of comedic and bizarre adventures as he interacts with a variety of outlandish characters, starts a band, and plans a concert in Central Park. The narrative is infused with a unique blend of humor, absurdity, and a touch of melancholy, capturing the spirit of an era and the eccentricities of its protagonist.

    The 2437th Greatest Book of All Time
  16. 16. The Midnight Examiner by William Kotzwinkle

    The novel follows the life of a former serious novelist turned tabloid editor in New York City. The protagonist's life takes a turn when he gets involved with a B-movie actress and a gangster who wants to finance his own movie. The story is a mix of adventure, comedy, and satire, offering a humorous and insightful look into the world of tabloid journalism.

    The 3419th Greatest Book of All Time
  17. 17. 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 5233rd Greatest Book of All Time
  18. 18. 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 5410th Greatest Book of All Time
  19. 19. 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 5620th Greatest Book of All Time
  20. 20. The Complete Plays by Joe Orton

    "The Complete Plays" is a collection of darkly humorous and satirical works by a renowned 20th-century playwright, known for his subversive take on social norms and institutions. The plays within this anthology challenge the boundaries of conventional theater, blending elements of farce and black comedy to critique the hypocrisies of society. The characters often find themselves in absurd and scandalous situations, reflecting the playwright's interest in the themes of sexuality, authority, and the fluidity of identity. With a sharp wit and a flair for dialogue, the plays remain influential, highlighting the enduring power of satire in the dramatic arts.

    The 7840th Greatest Book of All Time
  21. 21. The Accidental by Ali Smith

    The novel centers around a woman named Amber who unexpectedly arrives and disrupts the lives of the Smart family while they are on summer holiday in Norfolk. Each family member - Eve, a writer, Michael, a university professor, and their children Astrid and Magnus - experience unique interactions with Amber, causing them to question their own realities. The mysterious woman's influence forces the family to confront their secrets, insecurities, and the false narratives they've created about themselves.

    The 8100th Greatest Book of All Time
  22. 22. 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 8130th Greatest Book of All Time
  23. 23. 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 9078th Greatest Book of All Time
  24. 24. Restaurant At The End Of The Universe by Douglas Adams

    "Restaurant At The End Of The Universe" is a humorous science fiction novel that follows the adventures of a group of eccentric characters as they travel through space and time. After narrowly escaping the destruction of Earth, the group finds themselves dining at the eponymous restaurant, which offers its patrons the unique opportunity to witness the end of the universe. Filled with witty dialogue, absurd situations, and thought-provoking concepts, the book is a satirical exploration of the meaning of life and the absurdity of the universe.

    The 10016th Greatest Book of All Time
  25. 25. Lake Of Urine by Guillermo Stitch

    This novel is a darkly comedic and surreal exploration of the lives of two sisters, Nagomi and Bernardette, who navigate a bizarre and oppressive world dominated by eccentric characters and absurd societal norms. Set in a fantastical landscape that defies conventional logic, the story delves into themes of freedom, power, and the quest for individuality. Through a series of strange and often grotesque events, the sisters embark on a journey that challenges their understanding of love, family, and the very fabric of reality. The narrative's unique blend of humor, satire, and grotesque imagery invites readers to reflect on the absurdities of the human condition.

    The 10681st 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.

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