The Greatest Books of All Time on Sex

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This list represents a comprehensive and trusted collection of the greatest books. Developed through a specialized algorithm, it brings together 366 '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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  1. 1. Brave New World by Aldous Huxley

    Set in a dystopian future, the novel explores a society where human beings are genetically bred and pharmaceutically conditioned to serve in a ruling order. The society is divided into five castes, each with its specific roles. The narrative follows a savage who rejects the norms of this new world order and struggles to navigate the clash between the values of his upbringing and the reality of this technologically advanced, emotionless society. His resistance prompts a deep examination of the nature of freedom, individuality, and happiness.

    The 57th Greatest Book of All Time
  2. 2. Tropic of Cancer by Henry Miller

    The book is a semi-autobiographical novel set in 1930s Paris and describes the protagonist's life as a struggling writer. The narrative is filled with vivid descriptions of the city, sexual encounters, and philosophical musings, all penned in a stream-of-consciousness style. The protagonist's experiences living in poverty, his relationships with other expatriates, and his pursuit of artistic freedom are central to the story. Despite the explicit content, the novel is noted for its candid exploration of the human condition and the author's quest for personal and creative authenticity.

    The 292nd Greatest Book of All Time
  3. 3. Gravity's Rainbow by Thomas Pynchon

    Set during the end of World War II, the novel follows Tyrone Slothrop, a lieutenant in the U.S. Army, as he tries to uncover the truth behind a mysterious device, the "Schwarzgerät", that the Germans are using in their V-2 rockets. The narrative is complex and multi-layered, filled with a vast array of characters and subplots, all connected by various themes such as paranoia, technology, and the destructive nature of war. The book is known for its encyclopedic nature and its challenging, postmodernist style.

    The 352nd Greatest Book of All Time
  4. 4. Naked Lunch by William S. Burroughs

    A controversial novel that explores the dark depths of drug addiction and societal decay, following the protagonist, a junkie, as he navigates through a series of surreal and grotesque scenarios. The narrative is nonlinear and disjointed, reflecting the protagonist's fragmented consciousness and the chaotic nature of addiction. The book is known for its graphic depictions of sex, violence, and drug use, and it challenges traditional notions of morality and narrative structure.

    The 379th Greatest Book of All Time
  5. 5. Lysistrata by Aristophanes

    The Comedy of Sex and War

    "Lysistrata" is a comedic play set in ancient Greece, where the women of Athens, led by the eponymous character, decide to withhold sexual privileges from their husbands and lovers in order to force them to negotiate a peaceful end to the Peloponnesian War. Along with the women of Sparta, they seize the Acropolis and the treasury, and through their non-violent resistance, they manage to bring about a reconciliation between the warring states. The play is a humorous exploration of gender roles and the power of passive resistance.

    The 993rd Greatest Book of All Time
  6. 6. Sabbath's Theater by Philip Roth

    "Sabbath's Theater" is a darkly humorous and sexually explicit novel about the life of a retired puppeteer, Mickey Sabbath. After the death of his long-time mistress, Sabbath embarks on a journey of self-exploration and reflection, contemplating his past relationships, his career, and his own mortality. The novel is a profound exploration of the human condition, the nature of desire, and the struggle to find meaning in a chaotic and often absurd world.

    The 1527th Greatest Book of All Time
  7. 7. The Green Man by Kingsley Amis

    "The Green Man" is a chilling and darkly humorous novel that follows the life of Maurice Allington, a middle-aged innkeeper who becomes haunted by a malevolent spirit. As Maurice's life unravels, he must confront his own demons and face the consequences of his actions. Blending elements of horror, comedy, and psychological suspense, this gripping tale explores themes of guilt, mortality, and the supernatural, leaving readers questioning the boundaries between reality and the supernatural.

    The 1997th Greatest Book of All Time
  8. 8. The Naked Ape by Desmond Morris

    A Zoologist's Study of the Human Animal

    This book offers a groundbreaking, zoological perspective on human behavior, examining humans as a species of animal. The author, a renowned zoologist, delves into various aspects of human life including sexuality, child-rearing, and social structures, comparing them with the behaviors of other animals. Through this comparative analysis, the book challenges conventional views on human exceptionalism, arguing that many human behaviors can be understood through our biological and evolutionary origins. The work has sparked considerable debate and discussion, influencing both scientific and popular views on human nature since its publication.

    The 2061st Greatest Book of All Time
  9. 9. Less Than Zero by Bret Easton Ellis

    The novel is a bleak portrayal of the nihilistic and morally vacant lives of affluent teenagers in 1980s Los Angeles. The story follows a young college freshman returning home for winter break, only to find himself drifting through a world of casual drug use, vapid sex, and senseless violence. Disconnected from his emotions and the people around him, the protagonist observes the empty existence of his friends and the loss of humanity in a culture obsessed with materialism and hedonism, ultimately questioning the very nature of his own reality and purpose.

    The 2103rd Greatest Book of All Time
  10. 10. 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 2558th Greatest Book of All Time
  11. 11. Almost Transparent Blue by Ryū Murakami

    The novel is a vivid and disturbing exploration of the lives of a group of young people living in a Japanese port town in the 1970s. They are involved in a hedonistic lifestyle, filled with sex, drugs, and rock and roll, as they aimlessly drift through life. The protagonist, a former student, serves as the narrator, describing the group's experiences in graphic detail, revealing a bleak picture of a generation lost in the aftermath of the post-war economic boom. The narrative's raw and unflinching portrayal of the underbelly of Japanese youth culture is underscored by themes of alienation, self-destruction, and the search for meaning in a chaotic world.

    The 2732nd Greatest Book of All Time
  12. 12. The Andy Warhol Diaries by Andy Warhol

    This book offers an intimate glimpse into the complex life of a seminal figure in the pop art movement, chronicling his experiences over the last decade of his life. Through its pages, readers are privy to the author's candid thoughts and observations about the art world, his personal relationships, and his own celebrity status. The diary entries are filled with anecdotes involving other cultural icons, musings on the nature of fame, and reflections on the creative process. This compilation provides a unique look at the day-to-day existence of an artist who was as enigmatic as he was influential, revealing the man behind the public persona.

    The 3176th Greatest Book of All Time
  13. 13. A Feast Unknown by Philip José Farmer

    The Memoirs of Lord Grandrith

    "A Feast Unknown" is a controversial and explicit novel that blends elements of adventure, science fiction, and eroticism. The story follows two immortal brothers, who are thinly veiled analogs of popular pulp fiction heroes, as they are compelled by a mysterious force to engage in a brutal and sexualized conflict with one another. The narrative delves into themes of power, masculinity, and the nature of violence, set against a backdrop of a secret society and a world teeming with danger and intrigue. As the brothers grapple with their fates and the curse of their eternal life, the book pushes the boundaries of traditional genre storytelling, challenging readers with its graphic content and unconventional approach to its characters' legacies.

    The 3283rd Greatest Book of All Time
  14. 14. Fieldwork In Ukrainian Sex by Oksana Zabuzhko

    "Fieldwork In Ukrainian Sex" is a provocative and introspective novel that delves into the complexities of identity, sexuality, and the power dynamics within relationships. Through the perspective of a young Ukrainian woman studying in America, the book explores themes of cultural clashes, personal discovery, and the search for one's own voice amidst societal expectations. With a blend of vivid storytelling and philosophical musings, the author challenges traditional norms and invites readers to question their own beliefs about love, desire, and the pursuit of happiness.

    The 3398th Greatest Book of All Time
  15. 15. Cities of the Red Night by William S. Burroughs

    "Cities of the Red Night: A Novel" is a surreal, hallucinatory narrative that intertwines three storylines: an 18th-century pirate crew seeking utopia, a detective investigating a series of grotesque murders, and a pandemic causing spontaneous orgasms. The novel explores themes of homosexuality, anarchism, and the occult, using its disjointed narrative structure to challenge traditional understandings of time, space, and reality.

    The 3910th Greatest Book of All Time
  16. 16. Whatever by Michel Houellebecq

    "Whatever" is a satirical novel that explores the life of a depressed and disillusioned computer programmer working for a software company in Paris. The protagonist's life is characterized by his cynicism and indifference towards his job, his failed relationships, and society at large. His only relief comes from his philosophical musings about life and the human condition. The novel is a bleak critique of modern society and the isolation and alienation brought about by technology and capitalism.

    The 4178th Greatest Book of All Time
  17. 17. S.C.U.M. Manifesto by Valerie Solanas

    Society for Cutting Up Men

    The text in question is a radical feminist manifesto that calls for the overthrow of the patriarchy and the establishment of a female-led society. It critiques the male-dominated world, attributing to men various social and moral failings, and proposes the creation of an all-female society as a solution to these problems. The work is known for its provocative and incendiary tone, advocating for drastic measures to achieve its vision of gender equality and female empowerment. It has been both criticized and celebrated for its uncompromising stance on gender relations and has left a lasting impact on feminist literature and movements.

    The 4658th Greatest Book of All Time
  18. 18. Slow Days, Fast Company by Eve Babitz

    The World, The Flesh, and L.A.

    The book is a vivid and evocative collection of essays that captures the essence of Los Angeles in the 1960s and 1970s, blending personal anecdotes with sharp social observations. The author, with her keen eye for detail and wry sense of humor, explores the city's unique culture, its eccentric inhabitants, and the fleeting nature of beauty and fame. Through her intimate and often whimsical narratives, she paints a portrait of a time and place where glamour and grit coexist, offering readers a glimpse into the complexities of life in a city that is both enchanting and elusive.

    The 4964th Greatest Book of All Time
  19. 19. Dirty Havana Trilogy by Pedro Juan Gutierrez

    A Novel in Stories

    This book is a raw and gritty portrayal of life in Havana, Cuba during the economic collapse of the 1990s. The story is narrated by a former journalist turned hustler who lives in the city's slums. The protagonist survives through a series of odd jobs and illegal activities, as he navigates through a world of poverty, violence, and corruption. The narrative is filled with graphic depictions of sex, drugs, and the struggle to survive, providing a stark contrast to the romanticized image of Havana.

    The 4975th Greatest Book of All Time
  20. 20. The Sluts by Dennis Cooper

    "The Sluts" is a disturbing and provocative exploration of the underbelly of male prostitution, told through a series of online forum posts. The narrative centers around a young male escort named Brad, whose enigmatic and potentially deadly allure captivates a community of men obsessed with extreme sexual practices. As the users share their experiences and fantasies about Brad, the line between reality and fantasy blurs, leading to a shocking climax. The book is a chilling commentary on the commodification of the human body, the nature of desire, and the dark side of the internet.

    The 5018th Greatest Book of All Time
  21. 21. The Joy of Sex by Alex Comfort

    A Gourmet Guide to Lovemaking

    This book serves as a comprehensive guide to human sexual behavior, offering detailed illustrations and instructions on various sexual techniques and positions. The author emphasizes the importance of mutual consent, respect, and emotional intimacy in sexual relationships, and promotes a positive and open-minded attitude towards sex. The book also provides advice on sexual health and contraception, making it a valuable resource for anyone seeking to enhance their sexual knowledge and experiences.

    The 5201st Greatest Book of All Time
  22. 22. Ooga-Booga by Frederick Seidel

    "Ooga-Booga" is a collection of poems that explore the human condition in the modern world with a brutally honest and often controversial perspective. The author uses vivid and dark imagery to depict themes of love, death, politics, and societal decay. The poems are often characterized by their unflinching examination of the darker aspects of life, and their ability to incite both discomfort and reflection in the reader.

    The 5235th Greatest Book of All Time
  23. 23. The Complete Poems by Philip Larkin

    "The Complete Poems" is a comprehensive collection of works by a renowned poet. The book includes all of his published poems, as well as a number of unpublished pieces, offering readers a full view of his literary prowess. His poetry often reflects on life's mundane realities and the human condition, exploring themes of love, death, and time with a unique blend of wit, melancholy, and piercing insight. The collection serves as an essential resource for both scholars and fans of his work.

    The 5429th Greatest Book of All Time
  24. 24. The Plum in the Golden Vase by Anonymous

    or, Chin P'ing Mei

    "The Plum in the Golden Vase" is a classic Chinese novel set during the Song Dynasty. It follows the life of Ximen Qing, a corrupt social climber and lustful merchant, who is involved with six different women. The narrative explores themes of sexuality, corruption, and societal decay, providing a detailed and critical examination of the culture and society of the time. The novel is also known for its explicit eroticism and is considered one of the Four Great Classical Novels of Chinese literature.

    The 5441st Greatest Book of All Time
  25. 25. Candy by Mian Mian

    A Novel of Love and Addiction

    The book is a gritty and raw portrayal of youth culture in 1990s China, following the tumultuous life of a young woman named Hong. Caught in a whirlwind of drugs, love, and rebellion, Hong navigates a world marked by disillusionment and the search for identity amidst societal upheaval. The narrative delves into the complexities of human relationships and the dark underbelly of a rapidly changing society, offering a poignant and unflinching look at the struggles and fleeting joys of a generation on the edge.

    The 5567th 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