The Greatest American "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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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. 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
  2. 27. A Supposedly Fun Thing I'll Never Do Again by David Foster Wallace

    "A Supposedly Fun Thing I'll Never Do Again" is a collection of seven essays that blends humor, insight, and philosophical pondering. The author explores a wide range of topics, from the impact of television on contemporary literature to the despair of the American cruise industry, and even the nature of David Lynch's films. The book is a brilliant showcase of the author's unique ability to see the extraordinary in the ordinary, all while using his sharp wit and expansive intellect to explore the complexities of modern life.

    The 1244th Greatest Book of All Time
  3. 28. Advertisements for Myself by Norman Mailer

    This book is a collection of short stories, essays, interviews, and previously unpublished works by a renowned author. It is a self-reflective exploration of his life, work, and philosophy. The author boldly critiques his own work, discusses his political and social views, and provides insight into his personal life. The book, controversial and provocative, serves as a fascinating study of the author's self-perception and creative process.

    The 1269th Greatest Book of All Time
  4. 29. Everything Is Illuminated by Jonathan Safran Foer

    The novel is a richly layered narrative about a young man's quest to find the woman who saved his grandfather from the Nazis during World War II. The story is told from two perspectives: a Ukrainian translator with a unique grasp on the English language and the young man himself who is also a budding writer. The book explores themes of memory, history, and the power of storytelling, all set against the backdrop of a tragic and tumultuous period in world history.

    The 1309th Greatest Book of All Time
  5. 30. Where the Sidewalk Ends by Shel Silverstein

    This book is a collection of whimsical and often thought-provoking poems and illustrations that explore a wide range of topics from everyday childhood experiences to fantastical, imaginative scenarios. The poems, paired with distinctive line drawings, are known for their humor, creativity, and the author's unique perspective on life. They often contain a deeper message or moral, making the book a beloved classic for both children and adults.

    The 1350th Greatest Book of All Time
  6. 31. Me Talk Pretty One Day by David Sedaris

    This book is a collection of humorous, autobiographical essays that explore the author's experiences and observations in his life. The first part of the book focuses on his upbringing in North Carolina, his Greek heritage, his relationship with his eccentric family, and his early jobs. The second part of the book details his move to Normandy, France, his struggle to learn the French language, and his observations of French culture. The author's self-deprecating humor and sharp wit provide a satirical view of his life's journey.

    The 1378th Greatest Book of All Time
  7. 32. Fried Green Tomatoes by Fannie Flagg

    The novel is a heartwarming tale of friendship and love that transcends the boundaries of time and age. Set in Alabama, it alternates between two storylines: one in the 1980s where an unhappy housewife befriends an elderly woman in a nursing home who tells her the story of an indomitable woman in the 1930s. The other story focuses on the life of that woman who runs a café with her sister-in-law, their strong bond, and the murder mystery surrounding them. The narratives intertwine to create a touching and inspiring story about the power of female friendship, resilience, and courage.

    The 1459th Greatest Book of All Time
  8. 33. Jurgen by James Branch Cabell

    This novel follows the comedic adventures of Jurgen, a pawnbroker who embarks on a fantastical journey through mythical realms after his wife is mysteriously taken from him. With a blend of satire, romance, and philosophical musings, the protagonist navigates encounters with gods, monsters, and legendary figures, all the while wielding his wit and cleverness to manipulate situations to his advantage. The narrative, rich in allegory and literary allusions, explores themes of desire, perception, and the nature of reality, challenging societal norms and the conventions of romantic quests with humor and irony. Through his quest, Jurgen seeks not only to recover his lost wife but also to understand the complexities of life and love.

    The 1485th Greatest Book of All Time
  9. 34. 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 1533rd Greatest Book of All Time
  10. 35. 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
  11. 36. 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
  12. 37. 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
  13. 38. 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
  14. 39. Hell's Angels by Hunter S. Thompson

    This book provides an immersive exploration of the infamous motorcycle gang, the Hell's Angels, as seen through the eyes of a journalist who spent a year living and riding with them. The narrative delves into the lifestyle, mindset, and public perception of these notorious figures, offering a raw and unfiltered look into their world. It also examines the wider cultural context of the 1960s, including societal anxieties and the counterculture movement, and how these factors intersect with the Hell's Angels' existence.

    The 1878th Greatest Book of All Time
  15. 40. 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
  16. 41. 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
  17. 42. 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
  18. 43. 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 2166th Greatest Book of All Time
  19. 44. Notes from a Small Island by Bill Bryson

    This humorous travel memoir features an American author's journey across the United Kingdom, where he had lived for two decades. Before returning to the United States, he decides to tour the country, using public transportation and staying in small-town accommodations. The book provides an amusing, and at times sarcastic, outsider's perspective on British life, culture, and idiosyncrasies, while also expressing a deep affection for the nation and its people.

    The 2252nd Greatest Book of All Time
  20. 45. 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 2285th Greatest Book of All Time
  21. 46. 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 2441st Greatest Book of All Time
  22. 47. 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 2441st Greatest Book of All Time
  23. 48. Radical Chic and Mau-Mauing the Flak Catchers by Tom Wolfe

    This book is a satirical exploration of the interactions and contradictions between high society and radical politics in the late 1960s and early 1970s. The first part of the book focuses on a fundraising party for the Black Panthers hosted by a wealthy New York couple, examining the complex mix of guilt, fascination, and patronizing attitudes among the elite guests. The second part of the book delves into the dynamics of racial tension and bureaucracy in San Francisco, revealing how marginalized groups learned to manipulate the system for their own benefit.

    The 2621st Greatest Book of All Time
  24. 49. 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 2634th Greatest Book of All Time
  25. 50. 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 2807th 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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