The Greatest "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 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. 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
  2. 27. 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
  3. 28. House Mother Normal by B. S. Johnson

    "House Mother Normal" is a unique and experimental novel that provides a deep exploration of the lives of eight elderly individuals living in a nursing home. The book is written from the perspective of each character, including the house mother, with each narrative providing a detailed account of the same events from their individual viewpoints. The novel uses various innovative techniques to depict the mental and physical deterioration of the characters, offering a profound and empathetic insight into the world of the elderly and the often overlooked challenges they face.

    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. Too Loud A Solitude by Bohumil Hrabal

    The narrative centers around an elderly man who has spent his life compacting paper and books into bales in a decrepit cellar, using a hydraulic press. Despite the menial nature of his job, he has cultivated a deep love and profound knowledge for literature, philosophy, and art from the books that pass through his hands, many of which he rescues from destruction. The story is a poignant exploration of the power and resilience of the human spirit in the face of a dehumanizing, totalitarian regime, and a meditation on the enduring value of art and the written word. The protagonist's intellectual journey and his resistance to the oppressive forces around him serve as a metaphor for the survival of culture and individuality under oppressive conditions.

    The 3061st Greatest Book of All Time
  7. 32. 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
  8. 33. 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
  9. 34. Geek Love: A Novel by Katherine Dunn

    This novel follows the lives of the Binewski family, a group of circus performers who have been genetically modified by their parents to ensure their uniqueness and ability to draw in crowds. The story's narrator, Olympia, is a hunchback albino dwarf, and her siblings include Arturo, a boy with flippers for hands and feet, Iphy and Elly, Siamese twins, and Chick, who possesses telekinetic powers. The novel explores themes of love, family, and the concept of normality, all set against the backdrop of the family's traveling carnival.

    The 3752nd Greatest Book of All Time
  10. 35. 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
  11. 36. 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
  12. 37. 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
  13. 38. Someone Like You by Roald Dahl

    "Someone Like You" is a collection of dark and twisted short stories that explore the depths of human nature. From tales of revenge and deceit to stories of unexpected twists and turns, this book delves into the sinister side of humanity, leaving readers questioning their own morals and beliefs. With Dahl's signature wit and mastery of storytelling, each narrative is a captivating and unsettling journey into the complexities of the human psyche.

    The 4568th Greatest Book of All Time
  14. 39. 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
  15. 40. 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
  16. 41. 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
  17. 42. 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
  18. 43. 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
  19. 44. 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
  20. 45. Jerome by Jean-Pierre Martinet

    "Jerome" is a dark and unsettling novella that delves into the life of its eponymous protagonist, a reclusive, grotesque, and morbidly obese librarian who lives in a decrepit apartment. His existence is one of grim routine and perverse fantasies, as he harbors an unhealthy obsession with the young daughter of his landlord. The narrative explores the depths of Jerome's alienation and psychological torment, painting a bleak portrait of a man consumed by his own depravity and the suffocating confines of his solitary world. The book is a stark examination of loneliness, despair, and the human condition, rendered with a visceral intensity that leaves a lasting impression.

    The 5482nd Greatest Book of All Time
  21. 46. 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
  22. 47. 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
  23. 48. 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
  24. 49. How The Dead Live by Will Self

    This novel presents a unique and imaginative exploration of the afterlife, where the protagonist, a recently deceased middle-aged American woman, finds herself in a surreal version of London. In this otherworldly place, she is accompanied by a peculiar guide and is forced to confront the successes and failures of her life, her relationships with her family, and the impact of her choices. The narrative delves into themes of mortality, the meaning of existence, and the complexities of the human condition, all while maintaining a darkly comedic tone. Through its vividly imaginative setting and introspective journey, the story offers a thought-provoking look at what might lie beyond death, challenging readers to reflect on their own lives and the nature of the afterlife.

    The 6553rd Greatest Book of All Time
  25. 50. 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

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