100 books like Tropic of Cancer

By Henry Miller,

Here are 100 books that Tropic of Cancer fans have personally recommended if you like Tropic of Cancer. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Slouching Towards Bethlehem: Essays

Kate Doyle Author Of I Meant It Once

From my list on making sense of your life by writing about it.

Why am I passionate about this?

I’m the author of the short story collection I Meant It Once. I often say it’s a book about being a mess in your twenties, but to speak more personally, writing it was a necessity, a way to make sense of both the intensity and mundanity of my own experiences. I love a book where you can palpably feel the author working to make sense of their own life, through language—and, in turn, sorting out what it is for any of us to be a person. Books like these are essential reading when life feels thorny, beautiful, and impossible to make sense of, and all you can do is try to write it down.  

Kate's book list on making sense of your life by writing about it

Kate Doyle Why did Kate love this book?

I’ll end with a book that started it all for me!

I still remember, in the year 2010, reaching the end of the essay "Goodbye to All That" where the date of publication is noted—1967—and how startled I was to realize something that feels so contemporary and alive had been written decades earlier. As in so much of her work, in this collection Didion offers vivid details from her life and brings her extraordinary powers of analysis to understanding their meaning.

As she once put it herself—in another essay, "Why I Write"—"Had I been blessed with even limited access to my own mind there would have been no reason to write. I write entirely to find out what I'm thinking, what I'm looking at, what I see and what it means.”

By Joan Didion,

Why should I read it?

6 authors picked Slouching Towards Bethlehem as one of their favorite books, and they share why you should read it.

What is this book about?

Joan Didion's savage masterpiece, which, since first publication in 1968, has been acknowledged as an unparalleled report on the state of America during the upheaval of the Sixties Revolution.

We forget all too soon the things we thought we could never forget. We forget the loves and the betrayals alike, forget what we whispered and what we screamed, forget who we were

In her non-fiction work, Joan Didion not only describes the subject at hand - her younger self loving and leaving New York, the murderous housewife, the little girl trailing the rock group, the millionaire bunkered in his mansion…


Book cover of Catch-22

Matthew Evangelista Author Of Allied Air Attacks and Civilian Harm in Italy, 1940-1945: Bombing among Friends

From my list on allied liberation of Italy during World War II.

Why am I passionate about this?

I fell in love with Italy the first time I visited as a graduate student. Later, as a professor spending extended periods there with my family, I began investigating Italy’s experience of World War II. I was inspired by the diary of Iris Origo, an Anglo-American who lived in rural Tuscany. She reported of civilians bombed by Allied aircraft and strafed by machine guns from the air—even after Italy had surrendered. In my quest to understand the relations between the Allies and Italian civilians, I came upon a trove of great wartime novels, many recently back in print, and I am eager to share my enthusiasm for them.

Matthew's book list on allied liberation of Italy during World War II

Matthew Evangelista Why did Matthew love this book?

I encountered this book backward. As a teenager growing up at the end of the US war in Vietnam, I read the Mad magazine spoof of the movie version long before I saw the movie itself, and then I read the novel. I focused on the antiwar theme and the concern of the bomber crew to get home without getting shot down.

The novel was based on Heller’s wartime experience, but I hardly realized it was about bombing Italy until I discovered the papers one of his crewmates had donated to Cornell University. I learned how many of the episodes were based on real incidents, including the only time the novel focuses on Italian civilians—when the crew objects to destroying an Italian Alpine village of no military significance. 

By Joseph Heller,

Why should I read it?

18 authors picked Catch-22 as one of their favorite books, and they share why you should read it.

What is this book about?

Explosive, subversive, wild and funny, 50 years on the novel's strength is undiminished. Reading Joseph Heller's classic satire is nothing less than a rite of passage.

Set in the closing months of World War II, this is the story of a bombardier named Yossarian who is frantic and furious because thousands of people he has never met are trying to kill him. His real problem is not the enemy - it is his own army which keeps increasing the number of missions the men must fly to complete their service. If Yossarian makes any attempts to excuse himself from the…


Book cover of Fear and Loathing in Las Vegas

Tim O'Leary Author Of Men Behaving Badly

From my list on characters you love to hate.

Why am I passionate about this?

My name is Tim O’Leary and two of my books, Dick Cheney Shot Me in the Face–And Other Tales of Men in Pain and Men Behaving Badly, emanate from the minds of protagonists trying to do the right thing the wrong way or evil characters doing the wrong thing they believe to be right. I’m particularly drawn to those wonderful literary psychopaths that draw you in with compelling personalities, while reviling the reader with their heinous actions. 

Tim's book list on characters you love to hate

Tim O'Leary Why did Tim love this book?

I found this book in college, and at the time, I thought it was the most unique book I had ever read.

Thompson’s “Gonzo Journalism” was fresh, funny, and thought-provoking, with a subtext of modern poetry, political activism, and a sense of humor I have never seen replicated.

By Hunter S. Thompson,

Why should I read it?

11 authors picked Fear and Loathing in Las Vegas as one of their favorite books, and they share why you should read it.

What is this book about?

'We were somewhere around Barstow on the edge of the desert when the drugs began to take hold. I remember saying something like, "I feel a bit lightheaded; maybe you should drive ..."'

Hunter S. Thompson is roaring down the desert highway to Las Vegas with his attorney, the Samoan, to find the dark side of the American Dream. Armed with a drug arsenal of stupendous proportions, the duo engage in a surreal succession of chemically enhanced confrontations with casino operators, police officers and assorted Middle Americans.

This stylish reissue of Hunter S. Thompson's iconic masterpiece, a controversial bestseller when…


Book cover of Portnoy's Complaint

Zachary Zane Author Of Boyslut: A Memoir and Manifesto

From my list on overcoming sexual shame.

Why am I passionate about this?

As the sex and relationship advice columnist at Men’s Health Magazine, I’m obviously pretty damn obsessed with sex. I find it fascinating on so many levels, which is why I not only have a ton of it but also made it my career. For so long, I struggled with sexual shame, and one thing I realized as a writer is that I’m not special. Sure, I’ve probably been to more sex parties than you, but if I’m struggling with shame, being bisexual, and embracing my kinks, then other folks are, too. And just like I’m obsessed with sex, I’ve become obsessed with helping others remove sexual shame.

Zachary's book list on overcoming sexual shame

Zachary Zane Why did Zachary love this book?

This is THE book for neurotic hypersexuals. It set the genre. I think it’s wild, brilliant, horny, thoughtful, introspective, delusional, and absurd at the same time. I mean, for the love of God, there’s no plot! It’s the protagonist (Alex Portnoy) rambling to a psychologist about his clear Oedipal Complex. The man is torn, trying to be a good Jewish boy who betters the world, but he has some nasty sexual desires (and messed-up feelings about his sexual partners) that are holding him back. 

This book is one of my obsessions. (It’s fitting, given the obsessive nature of the book.) Ironically, I felt really seen and sane while reading it. No, I’m not as neurotic and horny as Alex, but boy, do I struggle with some of the same obsessive thought patterns as that man!

By Philip Roth,

Why should I read it?

7 authors picked Portnoy's Complaint as one of their favorite books, and they share why you should read it.

What is this book about?

'The most outrageously funny book about sex written' Guardian

Portnoy's Complaint n. [after Alexander Portnoy (1933-)]:A disorder in which strongly-felt ethical and altruistic impulses are perpetually warring with extreme sexual longings, often of a perverse nature.

Portnoy's Complaint tells the tale of young Jewish lawyer Alexander Portnoy and his scandalous sexual confessions to his psychiatrist.

As narrated by Portnoy, he takes the reader on a journey through his childhood to adolescence to present day while articulating his sexual desire, frustration and neurosis in shockingly candid ways.

Hysterically funny and daringly intimate, Portnoy's Complaint was an immediate bestseller upon its publication…


Book cover of Gutterboys

Ryszard I. Merey Author Of A + E 4Ever

From my list on queer, poisonous relationships with angst.

Why am I passionate about this?

Growing up in a mostly pre-Internet time, I was hungry for androgynous and queer characters and didn’t know why. Books offered an escape hatch into the heads of the people I wanted to be. As I got older, writing was how I processed this disconnect, but for a long time, my lack of clarity negatively affected many of my relationships. It was through words (mine and others’) that I learned who I am. Amongst other things, a fragile and flawed and wildly imperfect person. It’s been great to see all the wholesome, positive LGBT rep that’s come out in literature over the last years, but my heart and stories will always belong to the bad-angel queers struggling to get a foot into Heaven. 

Ryszard's book list on queer, poisonous relationships with angst

Ryszard I. Merey Why did Ryszard love this book?

Oh man, this book! It’s everything I want: Sweet, simple, cute, nostalgic, at times, just awful. Gutterboys taught me that a book with a soul and a soundtrack and a firm jab in the gut is the type of book I want to make. Set in the 80s, Jeremy is a naïve suburban Jewish teen who falls crazy-stupid in love with a gorgeous older hustler. Colin won’t date Jeremy, but he does take him on a New York adventure that will only unhinge innocent Jeremy more and more. If you like that intoxicatingly toxic unrequited gay love, give it a go!

By Alvin Orloff,

Why should I read it?

1 author picked Gutterboys as one of their favorite books, and they share why you should read it.

What is this book about?


A twisted gay tale of unrequited love in Lower Manhattan in the early 1980s filled with scenes of humorous debauchery. Jeremy, a shy 19-year-old, falls madly in love with Colin, a disturbed yet well-read older hustler. Though Colin rejects Jeremy as a lover, he takes him on as a protégé, introducing him to the hilariously depraved world of new wave nightclubs and gay bars in the days before AIDS and the war on drugs. Innocent Jeremy, protected by the guardian spirits of his beloved dead grandmothers - one a fiery Jewish socialist, the other a proper British matron - becomes…


Book cover of Been There, Done That: A Rousing History of Sex

Brandy Schillace Author Of Mr. Humble and Dr. Butcher: A Monkey's Head, the Pope's Neuroscientist, and the Quest to Transplant the Soul

From my list on peculiar nonfiction from an expert on weird history.

Why am I passionate about this?

I am peculiar. Really. I’m an autistic, non-binary, PhD historian who writes weird non-fiction books—and I read them, too. Among my friends are folks like Mary Roach (Fuzz, Stiff, Bonk, Gulp), Deborah Blum (Poisoner’s Handbook), and Ed Yong (I contain Multitudes, An Immense World). Yet, despite there being so many amazing books about strange facts, it's still hard to find them in one place. Your average bookstore doesn’t have a “peculiar” section, for some reason. That’s why I started my Peculiar Book Club YouTube show: I wanted there to be a home for authors and readers of the quirky, quizzical, curious, and bizarre. And then I thought, hey, why not make a book list, too.

Brandy's book list on peculiar nonfiction from an expert on weird history

Brandy Schillace Why did Brandy love this book?

Why are there so many sex books on my peculiar list? Because sex is one of those subjects we often ignore or treat as taboo—despite it being around since, well, according to Feltman, a particularly amorous pre-historic ameba-like critter. This book also appeals to me because, as a gender-fluid person, I love the idea that the evolutionary status quo used to be essentially pansexual, with exploded gender categories (basically, that ameba was going to try its luck with anything it came across). Along the way, this book stomps on myths and instead shares true facts, which are often much weirder. You will love it.

By Rachel Feltman,

Why should I read it?

1 author picked Been There, Done That as one of their favorite books, and they share why you should read it.

What is this book about?

A rollicking, myth-busting history of sex that moves from historical attempts at birth control to Hildegard von Bingen’s treatise on the female orgasm, demystifying plenty of urban legends along the way.

Roman physicians told female patients they should sneeze out as much semen as possible after intercourse to avoid pregnancy. Historical treatments for erectile dysfunction included goat testicle transplants. In this kaleidoscopic compendium of centuries-old erotica, science writer Rachel Feltman shows how much sex has changed—and how much it hasn’t. With unstoppable curiosity, she debunks myths, breaks down stigma, and uses the long, outlandish history of sex to dissect present-day…


Book cover of Sex at Dawn: the Prehistoric Origins of Modern Sexuality

Rui Diogo Author Of Meaning of Life, Human Nature, and Delusions: How Tales about Love, Sex, Races, Gods and Progress Affect Our Lives and Earth's Splendor

From my list on understand human nature and sexuality.

Why am I passionate about this?

I am an unusual scientist in the sense that I have doctorates in both biology and anthropology, so I am very interested in the dichotomy between what our bodies truly want (biology) and how we are supposed to behave, or tell others to behave, in our cultural settings (cultural anthropology). Amazingly, studies show that we spend more time and attention in our lives living for others for what they think of us, than doing what we truly want, and that we often regret that, when we are close to dying. These books make us reconsider that way of living, so we can change this before it is too late. 

Rui's book list on understand human nature and sexuality

Rui Diogo Why did Rui love this book?

The book is a nice combination between being a popular book and still including a lot of interesting, valid scientific data, which make us reconsider what we think we knew about the evolution of human sexuality, and our own daily lives.

Some reviews have suggested it is mostly a popular, superficial book, but actually, it does include very detailed studies, both ethnographic - about humans living in various types of societies - and anthropological - including about the lifestyle of chimpanzees and bonobos. As a first read on the evolution of human sexuality, I do think it is a good start.

By Christopher Ryan, Cacilda Jetha,

Why should I read it?

3 authors picked Sex at Dawn as one of their favorite books, and they share why you should read it.

What is this book about?

In this controversial, thought-provoking, and brilliant book, renegade thinkers Christopher Ryan and Cacilda Jetha debunk almost everything we know about sex, weaving together convergent, frequently overlooked evidence from anthropology, archaeology, primatology, anatomy, and psychosexuality to show how far from human nature monogamy really is. In "Sex at Dawn", the authors expose the ancient roots of human sexuality while pointing toward a more optimistic future illuminated by our innate capacities for love, cooperation, and generosity.


Book cover of Wayward Lives, Beautiful Experiments: Intimate Histories of Riotous Black Girls, Troublesome Women, and Queer Radicals

Susan Crane Author Of Nothing Happened: A History

From my list on books about Nothing, in particular: because Nothing always means Something.

Why am I passionate about this?

I’ve always been fascinated by how we remember the past and why some things get written into histories and other things don’t. I realized that Nothing happens all the time but no one has thought to ask how we remember it. Once I started looking for how Nothing was being remembered, I found it all around me. Books I read as a kid, movies I’d seen, songs I’d heard – these were my sources. So when I started working, Nothing got done (yes, I love puns!).

Susan's book list on books about Nothing, in particular: because Nothing always means Something

Susan Crane Why did Susan love this book?

I haven’t recovered yet from the way Hartman recovers the lives of young Black women through historical photographs. The images were made to rob these women of their individuality, make them fit “types,” letting them say Nothing about themselves.

But Hartman writes like she’s talking to them, and they’re wonderful. She messes with categories used by authorities who thought they “knew” these women by their transgressions. I was utterly transfixed by how she imagined these women’s lives and loves in the ordinary stairways and back alleys they called home.

The photos are gorgeous. You could talk about them for days and still have more to think about—like how when it comes to women being framed for doing something wrong, maybe Nothing has changed.

By Saidiya V. Hartman,

Why should I read it?

11 authors picked Wayward Lives, Beautiful Experiments as one of their favorite books, and they share why you should read it.

What is this book about?

Beautifully written and deeply researched, Wayward Lives, Beautiful Experiments examines the revolution of black intimate life that unfolded in Philadelphia and New York at the beginning of the twentieth century. In wrestling with the question of what a free life is, many young black women created forms of intimacy and kinship indifferent to the dictates of respectability and outside the bounds of law. They cleaved to and cast off lovers, exchanged sex to subsist, and revised the meaning of marriage. Longing and desire fueled their experiments in how to live. They refused to labor like slaves or to accept degrading…


Book cover of Sexual Progressives: Reimagining Intimacy in Scotland, 1880-1914

Donna J. Drucker Author Of Fertility Technology

From my list on the history of sexuality in modernity.

Why am I passionate about this?

I have long been drawn to how people of the past think about their sexual identities, attractions, and behaviors. I conducted my PhD research at the Kinsey Institute at Indiana University, where I spent many happy hours reading letters and books voicing people’s unfiltered desires for sexual arousal, connection, and expression. I found the punched-card machines that Alfred Kinsey used to organize data from his personal interviews oddly compelling, and that interest developed into a long-term engagement with the intersection of gender and sexuality with science and technology. I share my fascination with readers through my books on Kinsey, machines used in sex research, contraception, and fertility technology.

Donna's book list on the history of sexuality in modernity

Donna J. Drucker Why did Donna love this book?

A small number of Scots at the end of the Victorian era and throughout the Edwardian era were eager to live in a world ungoverned by Protestant Christianity and unrestricted by its strict sexual morality.

Cheadle introduces readers to socialists, freethinkers, and writers in Glasgow and Edinburgh who advocated for sexual freedoms grounded in new forms of political, religious, and cultural thought. One example is Jane Hume Clapperton, who was deeply involved in the suffrage movement, described birth control methods in her 1888 novel Margaret Dunmore, and demanded full sexual freedom for women. 

Sexual Progressives brings them to life, showing how they questioned dominant morality and envisioned a way of life in which people could prioritize sexual freedom and pleasure. You won’t forget them.

By Tanya Cheadle,

Why should I read it?

1 author picked Sexual Progressives as one of their favorite books, and they share why you should read it.

What is this book about?

Sexual Progressives is a major new study of the feminists and socialists who campaigned against the moral conservatism of the Victorian period. Drawing on a range of sources, from letters and diaries to radical newspapers and utopian novels, it provides the first group portrait of Scotland's hitherto neglected sexual rebels. They include Bella and Charles Pearce, prominent Glasgow socialists and disciples of an American-based mystic who taught that religion needed 're-sexed'; Jane Hume Clapperton, a feminist freethinker with advanced views on birth-control and women's right to sexual pleasure; and Patrick Geddes, founder of an avant-garde Edinburgh subculture and co-author of…


Book cover of Desired States: Sex, Gender, and Political Culture in Chile

Natalia Milanesio Author Of Destape: Sex, Democracy, and Freedom in Postdictatorial Argentina

From my list on the history of sexuality in modern Latin America.

Why am I passionate about this?

I am a historian of twentieth-century Argentina and a professor of modern Latin American history currently teaching at the University of Houston. Born and raised in Argentina, I completed my undergraduate studies at the National University of Rosario and moved to the United States in 2000 to continue my education. I received my M.A. in history from New York University and my Ph.D. in history from Indiana University, Bloomington. I have written extensively about gender, working-class history, consumer culture, and sexuality in Argentina. I am the author of Workers Go Shopping in Argentina: The Rise of Popular Consumer Culture and Destape! Sex, Democracy, and Freedom in Postdictatorial Argentina.

Natalia's book list on the history of sexuality in modern Latin America

Natalia Milanesio Why did Natalia love this book?

Using a truly interdisciplinary approach anchored in queer studies and affect theory, Frazier subverts the common approach to sex as privatized and located in individual subjectivity by looking at desire as a central component of political culture and power. The book explores a variety of Chilean political projects and actors throughout the twentieth century including feminists, the revolutionary left, and the military dictatorship to understand the ways in which both sexual and non-sexual practices and ideologies were intrinsically connected to emotions and ideas of pleasure and to sexualized and gendered discourses and experiences.

By Lessie Jo Frazier,

Why should I read it?

1 author picked Desired States as one of their favorite books, and they share why you should read it.

What is this book about?

Desired States challenges the notion that in some cultures, sex and sexuality have become privatized and located in individual subjectivity rather than in public political practices and institutions. Instead, the book contends that desire is a central aspect of political culture. Based on fieldwork and archival research, Frazier explores the gendered and sexualized dynamics of political culture in Chile, an imperialist context, asking how people connect with and become mobilized in political projects in some cases or, in others, become disaffected or are excluded to varying degrees. The book situates the state in a rich and changing context of transnational…


Book cover of Slouching Towards Bethlehem: Essays
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