The Greatest American "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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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.

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  1. 26. Sixty Stories by Donald Barthelme

    "Sixty Stories" is a collection of short narratives that use unconventional, experimental structures to explore a range of themes. The book is known for its absurdist and postmodern style, and the stories often feature elements of parody, surrealism, and satire. The tales cover a wide array of topics, including art, literature, philosophy, and the human condition, all presented with a unique blend of humor, wit, and intellectual depth.

    The 1534th Greatest Book of All Time
  2. 27. Cold Sassy Tree by Olive Ann Burns

    Set in the early 1900s in a small Georgia town, the novel follows the life of a 14-year-old boy named Will Tweedy. The story is largely centered around his grandfather's scandalous marriage to a much younger woman just three weeks after his wife's death, causing a stir in their small, conservative town. Through Will's eyes, the reader experiences the complexities of Southern society, family dynamics, and the process of coming-of-age.

    The 1587th Greatest Book of All Time
  3. 28. The Portable Dorothy Parker by Dorothy Parker

    This anthology is a comprehensive collection of the sharp-witted and poignant works of a celebrated American writer, known for her acerbic wit and keen observations of 20th-century urban life. It includes an array of her short stories, poems, essays, and reviews, showcasing her talents across different literary forms. The volume captures the essence of the author's incisive commentary on topics ranging from love and relationships to social issues, all delivered with her distinctive blend of humor and melancholy. Her writing remains a testament to her status as a formidable figure in American literature and a chronicler of the complexities of the human experience.

    The 1687th Greatest Book of All Time
  4. 29. Oreo by Fran Ross

    This novel is a satirical and bold exploration of identity, following the journey of a young biracial girl as she navigates the complexities of her heritage. Born to a Jewish father and an African American mother, the protagonist embarks on a quest to find her estranged father, using her wit, her unique cultural background, and a secret guidebook passed down from her grandmother. Along the way, she encounters a variety of eccentric characters and experiences that challenge societal norms and stereotypes, all while showcasing the protagonist's sharp humor and intelligence. The book is a comedic and poignant commentary on race, ethnicity, and the search for self in a world obsessed with labels.

    The 1836th Greatest Book of All Time
  5. 30. Mason & Dixon by Thomas Pynchon

    "Mason & Dixon" is a postmodern historical novel which follows the story of the 18th-century British astronomers and surveyors Charles Mason and Jeremiah Dixon, who are known for the Mason-Dixon line. The novel is written in a complex, digressive style, and it includes numerous sub-plots and a wide range of themes. It explores the scientific, philosophical, and sociopolitical issues of the Enlightenment era, as well as the personal lives and friendship of the two title characters.

    The 1852nd Greatest Book of All Time
  6. 31. 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. 32. The Lorax by Dr. Seuss

    In a world where greed and destruction prevail, a curious young boy seeks answers about the disappearance of trees and the strange creature called the Lorax. Through an enchanting tale, Dr. Seuss sheds light on the importance of environmental conservation and the devastating consequences of human exploitation, inspiring readers to take responsibility for protecting the Earth's natural resources.

    The 1944th Greatest Book of All Time
  8. 33. Myra Breckinridge by Gore Vidal

    This novel follows the story of Myra Breckinridge, a transgender woman who moves to Hollywood with the plan of both achieving stardom and challenging traditional gender roles and sexuality. The protagonist uses her wit, charm, and sexual appeal to manipulate those around her to further her own ambitions. The book is a satirical exploration of gender, sexuality, and the American Dream, set against the backdrop of 1960s Hollywood.

    The 1981st Greatest Book of All Time
  9. 34. Anagrams by Lorrie Moore

    The novel revolves around the complex relationship between Benna Carpenter, an aerobics instructor and Gerard, a college professor. Benna constantly imagines different scenarios and alternate lives for herself and Gerard, including one where they have a daughter. The narrative structure of the book is unique, with each chapter presenting a different 'anagram' or version of Benna's life, reflecting her chaotic and imaginative inner world.

    The 2168th Greatest Book of All Time
  10. 35. Lake Wobegon Days by Garrison Keillor

    This book is a humorous and poignant reflection on small-town American life, centered around a fictional community in Minnesota known for its quirky inhabitants and their endearing, if not always graceful, navigation of everyday life. Through a series of interconnected stories and personal anecdotes, the narrative delves into the town's history, culture, and social dynamics, painting a rich tapestry of local lore and tradition. The author's wry observations and affectionate satire provide a charming and nostalgic look at the values, struggles, and triumphs of an often overlooked segment of the American heartland.

    The 2287th Greatest Book of All Time
  11. 36. The 13 Clocks by James Thurber

    The book tells the story of a cold-hearted Duke who has frozen time, stopping the 13 clocks in his castle, and his beautiful niece, the Princess Saralinda. The Duke sets impossible tasks to her suitors, turning them into stone when they fail. However, a mysterious prince, disguised as a minstrel and guided by a magical figure known as the Golux, arrives at the castle, determined to complete the tasks, thaw the clocks, and win the Princess's hand.

    The 2443rd Greatest Book of All Time
  12. 37. 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
  13. 38. The Mysterious Stranger by Mark Twain

    The novel is a dark and philosophical exploration of the human condition, set in a remote Austrian village during the Middle Ages. It follows the story of a group of young friends who encounter a mysterious and supernatural boy named Satan, who claims to be an angel and demonstrates his otherworldly powers through a series of thought-provoking and often unsettling miracles. As the narrative unfolds, the boy challenges the villagers' beliefs and perceptions of morality, good and evil, and the nature of existence, leading to a profound and controversial climax that questions the very fabric of reality and the role of a seemingly indifferent universe.

    The 2636th Greatest Book of All Time
  14. 39. A Mother's Kisses by Bruce Jay Friedman

    The novel is a comedic and poignant exploration of the intense and complex relationship between a young man and his overbearing mother. The story follows the protagonist as he grapples with the challenges of adolescence, the pressures of college admissions, and the pursuit of his individual identity, all under the watchful and often smothering affection of his mother. Her relentless involvement in every facet of his life leads to a series of humorous and uncomfortable situations, revealing the universal themes of familial love, the struggle for independence, and the often fraught dynamic between parents and their growing children.

    The 2809th Greatest Book of All Time
  15. 40. The Happy Island by Dawn Powell

    "The Happy Island" is a satirical novel that delves into the bohemian life of New York City in the early 20th century. It follows the story of a young, aspiring actress named Janet who moves to the city with dreams of stardom. As she navigates the vibrant and often chaotic world of theater, she encounters a cast of colorful characters, including writers, artists, and intellectuals, each with their own ambitions and disillusionments. The novel offers a sharp critique of the artistic and social pretensions of the time, exploring themes of ambition, love, and the pursuit of happiness in a society preoccupied with success and appearance.

    The 2942nd Greatest Book of All Time
  16. 41. Been Down So Long it Looks Like Up to Me by Richard Fariña

    The novel is a counterculture classic that follows the adventures and misadventures of a young college student named Gnossos Pappadopoulis. Set in the 1950s, it is a picaresque tale that combines elements of beatnik and hippie subcultures, blending humor, satire, and tragedy. The protagonist's journey is marked by encounters with drugs, sex, rebellion, and existential questioning, reflecting the tumultuous spirit of the era.

    The 3020th Greatest Book of All Time
  17. 42. The Reivers by William Faulkner

    This novel is a humorous coming-of-age story set in the American South in the early 20th century. It follows a young boy who, along with two companions, steals his grandfather's car and embarks on an adventure to Memphis. Along the way, they encounter various characters and situations that challenge their morals and force them to grow up quickly. The journey serves as a metaphor for the loss of innocence and the harsh realities of adulthood.

    The 3202nd Greatest Book of All Time
  18. 43. The Adventures of Captain Underpants by Dav Pilkey

    The book follows the mischievous antics of two fourth-grade friends who, after hypnotizing their grumpy principal, turn him into Captain Underpants, a superhero of their own comic book creation. The boys navigate through a series of humorous adventures as they control the principal-turned-superhero, who has no actual powers but is convinced of his own heroism. Their escapades are filled with pranks, battles against ridiculous villains, and plenty of toilet humor, all while trying to keep their principal's alter ego a secret and manage the chaos they've unleashed at their elementary school.

    The 3236th Greatest Book of All Time
  19. 44. 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
  20. 45. Best of Simple by Langston Hughes

    "Best of Simple" is a collection of tales featuring the character Jesse B. Semple, or "Simple", who shares humorous and insightful commentary on the African American experience in the United States. The stories, set in Harlem, explore themes of race, class, and identity through the lens of Simple's everyday life and interactions. The book is known for its witty dialogue, vivid characters, and its unflinching look at the realities of life for Black Americans in the mid-20th century.

    The 3462nd Greatest Book of All Time
  21. 46. Lord Of The Barnyard by Tristan Egolf

    The book is a darkly comedic and sprawling tale of a rural American outcast, whose life is marked by relentless misfortune and societal marginalization. The protagonist, with an extraordinary talent for animal husbandry, finds himself in constant conflict with the small-minded townsfolk and corrupt officials of his Midwestern community. His journey is one of epic struggle against adversity and the pettiness of small-town politics, culminating in a dramatic and chaotic rebellion that upends the social order of his world. The narrative weaves a rich tapestry of rural life, exploring themes of revenge, social injustice, and the quest for personal redemption.

    The 3621st Greatest Book of All Time
  22. 47. Topper Takes A Trip by Thorne Smith

    This comedic novel follows the adventures of Cosmo Topper, a conservative banker, who finds himself once again entangled with the mischievous and ghostly Marion Kerby. After the events of their first escapade, Topper seeks solace and a cure for his supposed ailments in the French Riviera, only to discover that Marion, along with other spectral companions, has decided to join him. The ensuing chaos, filled with humorous and fantastical incidents, challenges Topper's stiff demeanor and societal norms, as he navigates through a series of ghostly interventions, romantic entanglements, and the ever-present struggle to maintain his sanity amidst the supernatural hijinks.

    The 4151st Greatest Book of All Time
  23. 48. Penrod by Booth Tarkington

    This novel centers around the misadventures of a young boy, capturing the essence of boyhood in the early 20th century Midwest. Through a series of humorous and often poignant episodes, the protagonist navigates the trials and tribulations of adolescence, dealing with family, friends, and his own burgeoning sense of self. The narrative delves into themes of honor, friendship, and the societal expectations placed on young boys, all while maintaining a light-hearted tone that vividly brings to life the joys and challenges of growing up.

    The 4151st Greatest Book of All Time
  24. 49. Foreign Affairs by Alison Lurie

    This novel presents the intertwined stories of two American academics in London. Virginia Miner, a fifty-something, unmarried tenured professor, is in London for a six-month sabbatical to research children's folk rhymes. Despite her work, she increasingly finds herself drawn into a spiraling relationship with a young man from Oklahoma. In contrast, Fred Turner, a young assistant professor in the English department, leaves his wife and children behind in the States to conduct research on John Gay. He finds himself taken up by the very English and very upscale family of a fellow researcher. Their parallel experiences reflect their shared foreignness and alienation in the UK.

    The 4367th Greatest Book of All Time
  25. 50. The Pat Hobby Stories by F. Scott Fitzgerald

    This collection of short stories revolves around the character Pat Hobby, a down-and-out screenwriter in Hollywood during the 1930s. Once successful during the silent film era, Hobby struggles to adapt to the changing landscape of the film industry and to find work in the talkies era. The stories humorously and sometimes poignantly depict his various misadventures, schemes, and attempts to regain his lost prestige within the studio system. Through Hobby's experiences, the narrative offers a satirical glimpse into the Hollywood film industry, highlighting the fickleness of fame and the desperation that often accompanies creative endeavors.

    The 4418th 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