The Greatest "Dark Humor, Satire, 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.

Satire

Satire is a genre of literature that uses humor, irony, and exaggeration to criticize and ridicule human vices, follies, and shortcomings. It is a form of social commentary that aims to expose the flaws and absurdities of society, politics, and culture. Satirical books often employ sarcasm, wit, and parody to challenge the status quo and provoke thought and reflection in readers. Satire can be both entertaining and thought-provoking, and it has been used throughout history as a powerful tool for social and political critique.

Fiction

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  1. 26. 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 2443rd Greatest Book of All Time
  2. 27. Insatiability by Stanisław Ignacy Witkiewicz

    The novel is a dystopian narrative set in a future where a new Asian empire has conquered Europe. The story follows a young Polish man who, while initially indulging in hedonistic pursuits, becomes increasingly disillusioned with the world around him. As the new empire introduces a mysterious substance known as Murti-Bing pills, which create a sense of contentment and indifference in the populace, the protagonist grapples with the loss of individuality and the erosion of human spirit in society. The narrative is a critique of totalitarian regimes and the dangers of mass conformity.

    The 2443rd Greatest Book of All Time
  3. 28. 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 2443rd Greatest Book of All Time
  4. 29. The Breast by Philip Roth

    The book is a surreal and darkly comic novella that explores the bizarre transformation of a college professor who inexplicably turns into a giant breast. This metamorphosis leads him to confront a range of human experiences and emotions, including sexuality, identity, and the absurdity of existence. As he grapples with his new form, the protagonist reflects on his past life and relationships, while also dealing with the practical and philosophical implications of his current condition. The narrative delves into themes of alienation and the human condition, all while maintaining a satirical tone that challenges the reader's sense of normalcy and the boundaries of the self.

    The 2942nd Greatest Book of All Time
  5. 30. The Living End by Stanley Elkin

    "The Living End" is a darkly comedic and surreal exploration of the afterlife, where the protagonist, a liquor store owner, finds himself navigating the absurdities and injustices of heaven and hell following a violent robbery that leads to his untimely death. The narrative delves into themes of divine justice, eternal punishment, and the whims of a capricious God, as the protagonist encounters a cast of bizarre characters and experiences the ultimate existential crisis. Through sharp wit and biting satire, the story critiques religious conventions and the human quest for meaning in the face of an often indifferent universe.

    The 3014th Greatest Book of All Time
  6. 31. The Parable of the Blind by Gert Hofmann

    "The Parable of the Blind" is a darkly comedic novel that follows six blind men who are hired to pose as models for a famous painter's depiction of a biblical parable. As they journey to the painter's studio, they struggle with their dependence on each other and the outside world, grappling with the limitations and challenges of their blindness. The narrative explores themes of human vulnerability, the nature of perception, and the absurdity of existence.

    The 3172nd Greatest Book of All Time
  7. 32. 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 3428th Greatest Book of All Time
  8. 33. The Complete Short Stories Of Ambrose Bierce by Ambrose Bierce

    "The Complete Short Stories of Ambrose Bierce" is a collection of gripping and thought-provoking tales that showcase the author's mastery of the short story form. Bierce's stories delve into the dark recesses of the human psyche, exploring themes of war, death, and the supernatural. With his sharp wit and incisive writing style, Bierce crafts narratives that are both entertaining and deeply unsettling, leaving readers pondering the complexities of the human condition long after they have finished reading.

    The 3791st Greatest Book of All Time
  9. 34. Pastoralia by George Saunders

    "Pastoralia" is a collection of six short stories, each delving into the world of weird, dystopian future and highlighting the author's satirical and surreal take on modern life. The stories are set in bizarre environments and situations, such as a couple working as cavemen in a theme park, a male stripper trying to help his mentally ill sister, and a corporate drone receiving cryptic messages from his boss. The characters in these stories struggle with their personal problems while navigating through the absurdity of their surroundings, showcasing the author's unique blend of humor, empathy, and social commentary.

    The 4090th Greatest Book of All Time
  10. 35. The Complete Works of Nathanael West by Nathanael West

    This collection features the complete works of a renowned American author, known for his dark humor and social criticism. The book includes four novels and various other writings that depict the disillusionment and despair of the Great Depression era. His stories often revolve around aspiring artists and Hollywood dreamers, exploring themes of fame, illusion, and the American Dream. The author's unique style blends satire and tragedy, creating a distinct voice in 20th-century American literature.

    The 4151st Greatest Book of All Time
  11. 36. Vernon God Little by DBC Pierre

    The book revolves around the life of a 15-year-old boy, Vernon Little, living in a small town in Texas. After a horrific school shooting where his best friend kills 16 of their classmates before committing suicide, Vernon becomes the prime suspect. With the media and law enforcement on his tail, he attempts to escape to Mexico, resulting in a series of unfortunate events and dark comedic situations. The narrative is a biting satire of America's obsession with fame and the justice system.

    The 4820th Greatest Book of All Time
  12. 37. The Moscoviad by Yuri Andrukhovych

    "The Moscoviad" is a satirical novel that follows the journey of a group of Ukrainian intellectuals as they embark on a chaotic and absurd trip to Moscow. Through a series of hilarious and bizarre encounters, the author explores the complex relationship between Ukraine and Russia, while also delving into the themes of identity, history, and cultural clashes. With its sharp wit and biting commentary, the novel offers a unique perspective on the post-Soviet era and the tensions between the two neighboring countries.

    The 5149th Greatest Book of All Time
  13. 38. 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
  14. 39. 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
  15. 40. 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
  16. 41. 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
  17. 42. My Sister, The Serial Killer by Oyinkan Braithwaite

    In this darkly comedic novel, a nurse named Korede finds herself repeatedly cleaning up after her sister Ayoola, who has a disturbing habit of killing her boyfriends. As Ayoola's murderous tendencies escalate, Korede is torn between her loyalty to her sister and her growing concern for the next potential victim. As secrets unravel and tensions rise, the sisters' bond is put to the ultimate test, leading to a gripping and unexpected conclusion.

    The 6709th Greatest Book of All Time
  18. 43. 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
  19. 44. 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 7845th Greatest Book of All Time
  20. 45. 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
  21. 46. 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
  22. 47. 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
  23. 48. 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
  24. 49. 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 10043rd Greatest Book of All Time
  25. 50. 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

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