The Greatest "New York City, 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 300 '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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New York City

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. 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.

  2. 2. Money by Martin Amis

    "Money" is a darkly humorous novel that follows the life of John Self, a hedonistic, self-destructive director of commercials, as he navigates the excesses and depravities of 1980s New York and London. His life is filled with overindulgence in food, alcohol, drugs, and women, leading to a downward spiral of self-destruction. The novel is a satire on the excesses of capitalism and the obsession with wealth and materialism, and it also explores themes of identity, self-loathing, and the destructive power of addiction.

  3. 3. 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.

  4. 4. 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.

  5. 5. 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.

  6. 6. 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.

  7. 7. 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.

  8. 8. Heartburn by Nora Ephron

    The book is a witty and autobiographical novel that follows the life of Rachel Samstat, a pregnant food writer living in Washington D.C., who discovers her husband is having an affair with another woman. As her marriage crumbles, Rachel must navigate the complexities of love, betrayal, and heartache, all while dealing with her own impending motherhood. Through a blend of humor and pathos, the protagonist uses her sharp wit and passion for cooking to cope with her personal turmoil, sharing recipes and reflections along the way, ultimately finding strength and self-discovery amidst the chaos of her dissolving relationship.

  9. 9. Deacon King Kong by James McBride

    "Deacon King Kong" by James McBride is a novel set in 1969 Brooklyn, where a drunken Deacon Sportcoat shoots a drug dealer named Deems Clemens in the courtyard of the Cause Houses housing project. The shooting sets off a chain of events that brings together a cast of characters from the neighborhood, including a young drug dealer, a church-going widow, a corrupt cop, and a group of elderly church women. Through their perspectives, McBride explores themes of race, religion, and community in a vibrant and humorous tale.

  10. 10. I Feel Bad About My Neck by Nora Ephron

    This book is a collection of humorous and candid essays reflecting on the struggles and joys of being a woman in the modern world. The author uses wit and honesty to discuss topics such as aging, beauty, marriage, parenting, and feminism. The book is a celebration of womanhood and a contemplation of the inevitable challenges of getting older, offering both laughter and wisdom.

  11. 11. Yo Yo Boing! by Giannina Braschi

    This book is a groundbreaking literary piece that blends various genres, including poetry, fiction, and drama, to explore the complexities of life as a Latino/a in the United States. It presents a series of conversations, debates, and reflections that delve into the cultural and linguistic tensions experienced by the characters. The narrative is characterized by its energetic and playful use of Spanglish, the hybrid language of English and Spanish, and it addresses themes of identity, politics, and the creative process. The work is notable for its experimental structure and its vibrant portrayal of the immigrant experience, capturing the dynamic and often chaotic essence of New York City life.

  12. 12. The Russian Debutante’s Handbook by Gary Shteyngart

    This novel follows the journey of Vladimir Girshkin, a young Russian immigrant living in New York City, who struggles with his identity and the expectations of his Jewish immigrant family. Desperate to escape his mundane job at the Emma Lazarus Immigrant Absorption Society and an overbearing girlfriend, Vladimir plunges into a world of crime and adventure that takes him from the Eastern European enclave of Little Odessa in New York to the chaotic streets of Eastern Europe. Through a series of misadventures, including dealing with gangsters, corrupt politicians, and a scheme involving a pyramid scam, Vladimir embarks on a comedic and poignant quest for success, love, and a sense of belonging. This debut novel is a satirical and insightful exploration of the immigrant experience, cultural assimilation, and the pursuit of the American Dream.

  13. 13. 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.

  14. 14. The Wicked Pavilion by Dawn Powell

    "The Wicked Pavilion" explores the vibrant and often hidden lives of the patrons of a popular café in New York City's Greenwich Village. The novel delves into the dreams, disappointments, and intricate relationships of artists, writers, and actors who frequent this bohemian spot, revealing the illusions and realities of their personal and professional lives. Through witty dialogue and incisive social commentary, the narrative paints a vivid picture of post-war American culture and the complexities of striving for success and recognition in the big city.

  15. 15. Archy And Mehitabel by Don Marquis

    "Archy and Mehitabel" is a humorous collection of free verse poems and stories written from the perspective of Archy, a cockroach who was once a poet and now types by diving headfirst onto a typewriter. Archy shares tales of his adventures and observations of human follies, alongside his companion, Mehitabel, a streetwise alley cat who claims to have been Cleopatra in a past life. The narrative explores themes of reincarnation, the struggles of existence, and the quirks of both human and animal life, all delivered with a blend of whimsy and satirical wit.

  16. 16. Guys And Dolls by Damon Runyon

    "Guys and Dolls" is a collection of short stories that vividly captures the bustling world of 1920s and 1930s New York City, focusing on the colorful characters of Broadway's underground gambling scene. The narrative is rich with the slang and vernacular of the time, bringing to life the gamblers, hustlers, and showgirls who inhabit this vibrant yet shadowy world. Through a series of witty, poignant, and humorous tales, the book explores themes of luck, deception, and love, offering a unique and enduring portrayal of American urban life during the early 20th century.

  17. 17. 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".

  18. 18. The Rosie Effect by Graeme Simsion

    In this engaging sequel, the protagonist, a brilliant but socially awkward geneticist, faces the challenges of impending fatherhood. After marrying Rosie, the couple relocates to New York City, where he struggles to adapt to his new life and the unexpected news that they're expecting a baby. Determined to be the perfect father, he approaches parenthood with the same meticulous research and planning that he applies to his scientific work, leading to a series of humorous and heartwarming misadventures. As he attempts to navigate the complexities of marriage and family life, he learns valuable lessons about love, friendship, and what it truly means to be a parent.

  19. 19. Life With Father by Howard Lindsay, Russell Crouse

    "Life With Father" is a humorous and affectionate recounting of a family's daily life in late 19th-century America, centered around the domineering yet endearing figure of the father. The story unfolds through a series of vignettes that capture the trials and tribulations of managing a household with a strict, blustering patriarch, his resourceful wife, and their lively brood of sons. The narrative, rich with period detail and wry observations, highlights the clash between the father's traditional values and the inevitable changes brought about by time, as well as the love and warmth that underpin the family's interactions, despite the frequent comedic misunderstandings and the father's attempts to maintain absolute authority.

  20. 20. The Bear Comes Home by Rafi Zabor

    "The Bear Comes Home" is a unique tale about a talking, saxophone-playing bear who navigates the human world while yearning for true freedom. The bear, who is also the protagonist, struggles with the complexities of human life, including love, art, and the search for self-identity. As he explores the jazz scene, he is caught between his bear nature and his human-like consciousness, leading to a profound exploration of what it means to be free and to be oneself.

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