The Greatest American "Contemporary, 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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Contemporary

Contemporary books are a genre that focuses on stories set in the present day, often exploring current social, cultural, and political issues. These books are typically written in a modern style and often feature relatable characters dealing with real-life situations. Contemporary books can cover a wide range of topics, from romance and family drama to coming-of-age stories and thrillers. The genre is constantly evolving to reflect the changing world we live in, making it a popular choice for readers who want to stay up-to-date with the latest trends and issues.

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. 1. Portnoy's Complaint by Philip Roth

    The novel is a first-person narrative, a monologue by a young Jewish man, Alexander Portnoy, who is speaking to his psychoanalyst. He shares his struggles with his identity as a Jewish man in America, his sexual fantasies and frustrations, his complex relationship with his overbearing mother, and his experiences of guilt and shame. The book uses humor and frank language to explore themes of identity, sexuality, and the Jewish experience in America.

    The 151st Greatest Book of All Time
  2. 2. The Amazing Adventures of Kavalier and Clay by Michael Chabon

    The book follows the lives of two Jewish cousins, one a skilled escape artist and the other a talented artist, before, during, and after World War II. They create a popular comic book superhero, which brings them fame and fortune. However, their success is complicated by personal struggles, including the escape artist's attempts to rescue his family from Nazi-occupied Prague and the artist's struggle with his sexuality. The narrative explores themes of escapism, identity, and the golden age of comic books.

    The 254th Greatest Book of All Time
  3. 3. 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 305th Greatest Book of All Time
  4. 4. Humboldt's Gift by Saul Bellow

    This novel explores the friendship between a successful writer and his mentor, a once-celebrated poet now living in poverty and mental instability. As the protagonist navigates his own existential crisis amidst a life of material success, he reflects on the ideals of his mentor and the nature of art and personal ambition. The narrative grapples with themes of materialism, the purpose of art, and the spiritual emptiness of modern life.

    The 534th Greatest Book of All Time
  5. 5. Tales of the City by Armistead Maupin

    "Tales of the City" is a collection of interconnected stories set in 1970s San Francisco, focusing on the lives and experiences of a diverse group of residents living in the same apartment complex. The narrative explores various themes such as love, friendship, sexuality, and identity, providing a vivid snapshot of life in this iconic city during a transformative period of social change. The book is known for its candid portrayal of LGBTQ+ characters and issues, a groundbreaking approach at the time of its publication.

    The 599th Greatest Book of All Time
  6. 6. 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 1153rd Greatest Book of All Time
  7. 7. 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
  8. 8. 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
  9. 9. 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
  10. 10. 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
  11. 11. 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 4365th Greatest Book of All Time
  12. 12. 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 5417th Greatest Book of All Time
  13. 13. The Franchiser by Stanley Elkin

    This novel revolves around the life of a young man who, despite suffering from multiple sclerosis, decides to invest his inheritance in a chain of fast-food franchises across America. As he travels from one location to another, he encounters various characters and situations, each reflecting different aspects of American society and culture. The narrative explores themes of capitalism, consumerism, and the American Dream while also providing a poignant portrayal of the protagonist's struggle with his disease.

    The 5850th Greatest Book of All Time
  14. 14. Then We Came To The End by Joshua Ferris

    "Then We Came To The End" is a satirical novel that follows the lives of a group of advertising agency employees during a time of layoffs and uncertainty in the early 2000s. The story is told from the perspective of an unnamed narrator and explores the dynamics of office politics, relationships, and the struggle to maintain a sense of purpose and identity in the face of corporate downsizing. The novel is a witty and insightful commentary on modern work culture and the human condition.

    The 6402nd Greatest Book of All Time
  15. 15. Wonder Boys by Michael Chabon

    "Wonder Boys" is a novel about Grady Tripp, a middle-aged, pot-smoking, thrice-divorced English professor struggling to finish a novel he's been writing for seven years. His life becomes more complicated when his wife leaves him, his lover reveals she's pregnant, and he gets involved in various misadventures with his troubled student. The story is a blend of humor and melancholy, exploring themes of creativity, academia, and personal failure.

    The 6870th Greatest Book of All Time
  16. 16. A Frolic of His Own by William Gaddis

    The novel explores the complex and often absurd world of American law and litigation. The protagonist is a retired law professor who is embroiled in multiple lawsuits, including one against himself. The narrative is filled with legal documents, depositions, and court transcripts, which serve to critique the convoluted and often nonsensical nature of the legal system. The book also satirizes the American obsession with wealth and property, and the lengths people will go to protect their own interests.

    The 6911th Greatest Book of All Time
  17. 17. The Extra Man by Jonathan Ames

    The novel follows the story of a young aspiring playwright who moves to New York City with dreams of making it on Broadway. He becomes the protégé of an eccentric older gentleman, a self-styled "extra man" who escorts wealthy widows in the Upper East Side's high society. As the protagonist navigates his new life, he is drawn into a world of old-world manners, transgender escapades, and odd human connections, all while grappling with his own identity and aspirations. The narrative is a comedic and poignant exploration of loneliness, friendship, and the quest for personal authenticity in a city that often feels overwhelming and surreal.

    The 8139th Greatest Book of All Time
  18. 18. Modern Baptists by James Wilcox

    The novel is a comedic and poignant exploration of life in the small town of Tula Springs, Louisiana, where the protagonist, a hapless and endearing bachelor, navigates the eccentricities of Southern life and the complexities of personal relationships. Amidst a cast of quirky characters, including his domineering mother, a wayward preacher, and various townsfolk, he grapples with his mundane job at a discount store, his romantic misadventures, and his quest for a sense of purpose. The story delves into themes of identity, community, and the search for meaning with a blend of humor and pathos, painting a vivid portrait of the American South and its inhabitants.

    The 8313th Greatest Book of All Time
  19. 19. Leaving the Atocha Station by Ben Lerner

    The novel follows a young American poet on a prestigious fellowship in Madrid, Spain, where he grapples with his work, relationships, and sense of self. He struggles with his own perceptions of authenticity, both in his poetry and his personal life, while navigating the cultural and language barriers of a foreign country. The protagonist's experiences are marked by a constant tension between reality and artifice, as he questions the value and impact of his own art in the face of world events.

    The 8472nd Greatest Book of All Time
  20. 20. Where’d You Go, Bernadette by Maria Semple

    The book centers around an agoraphobic architect named Bernadette Fox, who goes missing prior to a family trip to Antarctica. Her 15-year-old daughter, Bee, compiles email correspondence, official documents, and secret correspondence in an effort to trace her mother's whereabouts. Through this unconventional narrative, the novel explores themes of motherhood, identity, and the pressures of genius, all while offering a satirical take on the tech industry and upper-middle-class America. The story unfolds with a blend of humor and heart, ultimately revealing the complex relationship between Bernadette and her daughter, as well as Bernadette's own troubled past.

    The 9029th Greatest Book of All Time
  21. 21. Mrs. Ted Bliss by Stanley Elkin

    Mrs. Ted Bliss is a novel about an elderly widow living in a Miami high-rise. She becomes involved in a world of crime and intrigue when she befriends a drug dealer. Throughout the story, she navigates her way through life's complexities, dealing with her own mortality, the changing world around her, and the realities of aging. The book is a mixture of humor and pathos, offering a unique perspective on the human condition.

    The 9339th Greatest Book of All Time
  22. 22. All Grown Up by Jami Attenberg

    The novel follows the life of a 39-year-old single, childfree woman living in New York City who is dealing with the societal pressures and expectations of adulthood. Her journey is marked by her struggle to find happiness and fulfillment in her own terms, despite her unconventional lifestyle. The protagonist grapples with her relationships, career, and the looming presence of her family's tragedies, all while trying to understand what it truly means to be "all grown up".

    The 9364th Greatest Book of All Time
  23. 23. Red, White & Royal Blue: A Novel by Casey McQuiston

    "Red, White & Royal Blue: A Novel" is a heartwarming and humorous story about the unexpected romance between Alex, the First Son of the United States, and Henry, the Prince of Wales. After a public altercation, they are forced to fake a friendship for the sake of international diplomacy. However, as they spend more time together, their fake friendship turns into a genuine connection, leading them to question their own identities, their responsibilities, and the true meaning of love. This delightful and captivating novel explores themes of self-discovery, acceptance, and the power of love to overcome societal expectations.

    The 9431st Greatest Book of All Time
  24. 24. Mislaid by Nell Zink

    "Mislaid" is a novel that explores themes of race, gender, and sexuality in 1960s Virginia. The story follows a white woman who, after leaving her husband, assumes a new identity for herself and her daughter as African Americans to avoid being found. The book delves into the complexities of identity and the societal constructs of race and gender, providing a satirical look at the absurdities of these classifications.

    The 9438th Greatest Book of All Time
  25. 25. War Dances by Sherman Alexie

    "War Dances" is a collection of short stories and poems that explore the lives of Native Americans in contemporary society. The narratives delve into various themes such as identity, culture, family, love, and loss. The stories are filled with humor, heartbreak, and wisdom, painting a vivid picture of the unique struggles and experiences faced by modern Native Americans.

    The 10709th Greatest Book of All Time

Reading Statistics

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