100 books like Orlando

By Virginia Woolf,

Here are 100 books that Orlando fans have personally recommended if you like Orlando. 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 The Girls of Atomic City: The Untold Story of the Women Who Helped Win World War II

Kate Andersen Brower Author Of Elizabeth Taylor: The Grit & Glamour of an Icon

From my list on rule-breaking, risk-taking, bad a$# women.

Why am I passionate about this?

When I covered the White House as a young reporter I was always more interested in understanding what was happening in the upstairs residence than in what briefings we were getting from the president’s advisers in the Roosevelt Room. I was raised with the understanding that in the end everyone is equal and that no one, no matter how powerful they are, gets out of the human experience. I think that’s what makes me interested in iconic women, from Elizabeth Taylor to Betty Ford. There’s nothing I like better than reading their letters and trying to understand what made them tick, and how they navigated their complicated and very public lives.

Kate's book list on rule-breaking, risk-taking, bad a$# women

Kate Andersen Brower Why did Kate love this book?

My friend Denise Kiernan shines a light on the thousands of women who worked on the Manhattan Project.

If you’ve seen Oppenheimer and you’re interested in the story behind the development of the atomic bomb, then this book will help you understand the hidden figures behind its creation. What I love the most about Denise’s writing is the way that she brings the mysterious origins of Oak Ridge, a Tennessee town created to house the people working on the bomb, to life. 

At a time when the stakes couldn’t have been higher, women were at the center of the story.

By Denise Kiernan,

Why should I read it?

5 authors picked The Girls of Atomic City as one of their favorite books, and they share why you should read it.

What is this book about?

The New York Times bestseller, now available in paperback—an incredible true story of the top-secret World War II town of Oak Ridge, Tennessee, and the young women brought there unknowingly to help build the atomic bomb.

“The best kind of nonfiction: marvelously reported, fluidly written, and a remarkable story...As meticulous and brilliant as it is compulsively readable.” —Karen Abbott, author of Sin in the Second City

At the height of World War II, Oak Ridge, Tennessee, was home to 75,000 residents, and consumed more electricity than New York City, yet it was shrouded in such secrecy that it did not…


Book cover of The Leopard

David Rotenberg Author Of City Rising: From the Holy Mountain

From my list on another time and place with interesting company.

Why am I passionate about this?

In 1995, I was invited to the People’s Republic of China to direct a play at the Shanghai Theatre Academy. It was the first Canadian play to be produced in China. It’s amazing what you can learn in a foreign city, with time to explore on your own, ready to soak up the energy, atmosphere, sights, and sounds. The impact is even greater when that city is on the cusp of historic change. The experience power-charged my imagination and was the spark for my first novels–a series of mysteries featuring the detective Zong Fong, Head of Special Investigations, Shanghai. City Rising and its three sequels followed after extensive research.

David's book list on another time and place with interesting company

David Rotenberg Why did David love this book?

It’s 1860, and Garibaldi's Redshirts have landed on the coast. Sicily’s ancient feudal society will soon be overthrown.

These historical events are the backdrop to an intriguing portrait of Don Fabrizio Corbera, Prince of Salina, a quiet, intense, and, in many ways, sympathetic member of the doomed Sicilian nobility. War is upon him, and yet Don Fabrizio continues his stately life and loves with meditative detachment.

This may be a story of civil war and social upheaval, but it is also a depiction of ancient families and allegiances, dusty landscapes, and the night sky. It is filled with rich symbolism and prophecy. The Leopard’s message: revolutions come and go, corruption endures. Its contribution to great historical fiction: Don Fabrizio, the last Leopard.

By Giuseppe Di Lampedusa,

Why should I read it?

7 authors picked The Leopard as one of their favorite books, and they share why you should read it.

What is this book about?

The Leopard is a modern classic which tells the spellbinding story of a decadent, dying Sicilian aristocracy threatened by the approaching forces of democracy and revolution.

'There is a great feeling of opulence, decay, love and death about it' Rick Stein

In the spring of 1860, Fabrizio, the charismatic Prince of Salina, still rules over thousands of acres and hundreds of people, including his own numerous family, in mingled splendour and squalor. Then comes Garibaldi's landing in Sicily and the Prince must decide whether to resist the forces of change or come to terms with them.

'Every once in a…


Book cover of Anna Karenina

Zhanna Slor Author Of Breakfall

From my list on most compelling affairs in literature.

Why am I passionate about this?

I was born in Ukraine and moved to the Midwest in the early 1990s. I am the author of two novels: At the End of the World, Turn Left, which was called “elegant and authentic” by NPR and named by Booklist as one of the “Top Ten Crime Debuts” of 2021, and the domestic thriller Breakfall (April 2023). Perhaps one of the oldest literary tropes, affairs up the ante in literary works while simultaneously exploring human nature. Throw an affair into a novel, and most likely, some characters will be blowing up their lives; add it into a mystery novel, and murders are likely to happen. 

Zhanna's book list on most compelling affairs in literature

Zhanna Slor Why did Zhanna love this book?

The literary gamut is filled with shamed women from across the ages; but Tolstoy’s poor doomed heroine, Anna Karenina, who is so tormented by public humiliation following an affair with Count Alexei that she famously throws herself in front of a train, is perhaps one of the better known tales.

One has to wonder why, across the centuries, only women are scorned for getting involved with the wrong guy. If it’s an issue of morality, then the man should get thrown under the bus too; and yet, generally, they’re not, and the men in this novel just went on with their lives like nothing happened, while Anna was shamed out of Imperialist Russian society. (Same with Flaubert’s Madame Bovary, who also kills herself at the end!)

By Leo Tolstoy,

Why should I read it?

14 authors picked Anna Karenina as one of their favorite books, and they share why you should read it.

What is this book about?

In 1872 the mistress of a neighbouring landowner threw herself under a train at a station near Tolstoy's home. This gave Tolstoy the starting point he needed for composing what many believe to be the greatest novel ever written.

In writing Anna Karenina he moved away from the vast historical sweep of War and Peace to tell, with extraordinary understanding, the story of an aristocratic woman who brings ruin on herself. Anna's tragedy is interwoven with not only the courtship and marriage of Kitty and Levin but also the lives of many other characters. Rich in incident, powerful in characterization,…


Book cover of The Persian Boy

Ruth Vanita Author Of A Slight Angle

From my list on lesbian and gay literary fiction.

Why am I passionate about this?

Thanks to my mother, I grew up immersed in English literature. I was educated in Delhi and co-founded the first nationwide feminist magazine, but same-sex love was never mentioned either in the classroom or in the women’s movement. I educated myself in Indian literature and discovered that same-sex sexuality had been practiced and written about until the British criminalized it. I wrote several books about same-sex unions in Indian literature and history and translated poetry and fiction from Hindi and Urdu to English. My first novel, Memory of Light, is a love story between two courtesans, based in pre-colonial India, where poets freely wrote about same-sex, as well as cross-sex love. 

Ruth's book list on lesbian and gay literary fiction

Ruth Vanita Why did Ruth love this book?

This is one of the first books I found when I was scrounging around for gay literature in Indian bookshops in the early 1980s. I re-read it every few years; as one of Oscar Wilde’s characters remarks, “If one cannot enjoy reading a book over and over again, there is no use in reading it at all.”

Renault brings the ancient Greek world to life as no other novelist has. She delineates the wonderfully erotic and moving relationship between Alexander the Great and his Persian lover, Bagoas, who narrates the story.

By Mary Renault,

Why should I read it?

5 authors picked The Persian Boy as one of their favorite books, and they share why you should read it.

What is this book about?

The Persian Boy traces the last years of Alexander's life through the eyes of his lover, Bagoas. Abducted and gelded as a boy, Bagoas is sold as a courtesan to King Darius of Persia, but finds freedom with Alexander the Great after the Macedon army conquers his homeland. Their relationship sustains Alexander as he weathers assassination plots, the demands of two foreign wives, a sometimes mutinous army, and his own ferocious temper. After Alexander's mysterious death, we are left wondering if this Persian boy understood the great warrior and his ambitions better than anyone.


Book cover of The Color Purple

Keith Corbin Author Of California Soul: An American Epic of Cooking and Survival

From my list on rewriting your story.

Why am I passionate about this?

I am always drawn to these remarkable books because they illuminate the intricacies of the human experience and the power of resilience. Sparrow in the Razor Wire captivates you with its message of hope and redemption, demonstrating that the human spirit can thrive even in adversity. The Power Elite challenges you to critically examine societal structures, igniting your passion for social justice and change. The 33 Strategies of War empowers you with strategic insights to navigate life's challenges and turn obstacles into opportunities. The Color Purple celebrates love and self-discovery, while Becoming Ms. Burton inspires you with stories of overcoming adversity and personal growth. 

Keith's book list on rewriting your story

Keith Corbin Why did Keith love this book?

This is a powerful and moving novel that tells the story of Celie, an African American woman in the early 20th century who overcomes tremendous adversity. Through letters addressed to God and later to her sister, Celie shares her experiences of abuse, oppression, and isolation. However, her journey transforms as she discovers her own strength, resilience, and voice.

The relationships she forms with other women, particularly with the bold and independent Shug Avery, empower her to reclaim her identity and embrace her sexuality. Ultimately, it is a celebration of sisterhood, self-discovery, and the indomitable spirit of women, reminding us that love and hope can flourish even in the darkest of circumstances.

By Alice Walker,

Why should I read it?

16 authors picked The Color Purple as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

Winner of the Pulitzer Prize and the National Book Award. Alice Walker's iconic modern classic is now a Penguin Book.

A powerful cultural touchstone of modern American literature, The Color Purple depicts the lives of African American women in early twentieth-century rural Georgia. Separated as girls, sisters Celie and Nettie sustain their loyalty to and hope in each other across time, distance and silence. Through a series of letters spanning twenty years, first from Celie to God, then the sisters to each other despite the unknown, the novel draws readers into its rich and memorable portrayals of Celie, Nettie, Shug…


Book cover of Fingersmith

Jennifer Cody Epstein Author Of The Madwomen of Paris

From my list on badass madwomen.

Why am I passionate about this?

I’ve always been fascinated by books that explore the slow, painful unraveling of the human psyche. In part, I think because it’s something so many more of us either fear or experience (at least to some degree) than anyone really wants to admit—but it’s also just such rich material for literary unpacking. I also love books with strong, angry female protagonists who fight back against oppression in all of its forms, so books about pissed-off madwomen are a natural go-to for me. Extra points if they teach me something I didn’t know before-which is almost always the case with historical novels in this genre. 

Jennifer's book list on badass madwomen

Jennifer Cody Epstein Why did Jennifer love this book?

I love all of Sarah Waters’ works, but Fingersmith ranks among my most obsessively adored books of all time. I find it a near-perfect interweaving of meticulously researched historical fiction—penned with Dickensian flair and grace—and compulsively page-turning thriller, marked by brilliant and utterly unforeseeable plot twists that will leave you slack-jawed.

It somehow manages to be wickedly funny, poignantly tragic, powerfully feminist, and gratifyingly steamy all at once. I also loved the Korean film adaptation of it, The Handmaiden, which not only embraces Fingersmith’s anti-patriarchal themes but ingeniously weaves anti-colonialist elements into the by setting it in Japan-occupied Korea in the 1930s.  

By Sarah Waters,

Why should I read it?

13 authors picked Fingersmith as one of their favorite books, and they share why you should read it.

What is this book about?

“Oliver Twist with a twist…Waters spins an absorbing tale that withholds as much as it discloses. A pulsating story.”—The New York Times Book Review

Sue Trinder is an orphan, left as an infant in the care of Mrs. Sucksby, a "baby farmer," who raised her with unusual tenderness, as if Sue were her own. Mrs. Sucksby’s household, with its fussy babies calmed with doses of gin, also hosts a transient family of petty thieves—fingersmiths—for whom this house in the heart of a mean London slum is home.

One day, the most beloved thief of all arrives—Gentleman, an elegant con man,…


Book cover of The Outsiders

Richard Becker Author Of Third Wheel

From my list on bad boys we love or love to hate.

Why am I passionate about this?

As a troubled teen who wasn’t raised in a traditional family environment, I had always gravitated toward books with transformative characters—underdogs who were lost or lost their way by accident and on purpose.

The genre never mattered to me as much as my ability to relate to struggling protagonists who needed to escape their situation or environment, regardless of what they had to do, right or wrong. Love them or loathe them, I learned something from each of them. I hope you enjoy their journeys as much as I have.

Richard's book list on bad boys we love or love to hate

Richard Becker Why did Richard love this book?

I found it easy to sympathize with Ponyboy Curtis as a victim of circumstance. He’s poor and raised by someone other than his parents, just like I was. More than that, I loved how he doesn’t cling to any of the early illusions about himself, his family, the neighborhood gang, or even the rival gang from the West side. 

Instead, he tries to see things as they are. And even though this 14-year-old punk, who belongs to a “gang of greasers,” discovers how unfair life can be, he still takes it upon himself to give meaning to what is lost. There is something incredibly noble in seeing a smart, empathetic teen wrestling with loss and struggling to be his own person against all odds.

By S.E. Hinton,

Why should I read it?

16 authors picked The Outsiders as one of their favorite books, and they share why you should read it. This book is for kids age 12, 13, 14, and 15.

What is this book about?

50 years of an iconic classic! This international bestseller and inspiration for a beloved movie is a heroic story of friendship and belonging.

Cover may vary.

No one ever said life was easy. But Ponyboy is pretty sure that he's got things figured out. He knows that he can count on his brothers, Darry and Sodapop. And he knows that he can count on his friends-true friends who would do anything for him, like Johnny and Two-Bit. But not on much else besides trouble with the Socs, a vicious gang of rich kids whose idea of a good time is…


Book cover of The Catcher in the Rye

Richard Becker Author Of Third Wheel

From my list on bad boys we love or love to hate.

Why am I passionate about this?

As a troubled teen who wasn’t raised in a traditional family environment, I had always gravitated toward books with transformative characters—underdogs who were lost or lost their way by accident and on purpose.

The genre never mattered to me as much as my ability to relate to struggling protagonists who needed to escape their situation or environment, regardless of what they had to do, right or wrong. Love them or loathe them, I learned something from each of them. I hope you enjoy their journeys as much as I have.

Richard's book list on bad boys we love or love to hate

Richard Becker Why did Richard love this book?

So what if his worldview never makes sense to anyone but himself? I see Holden Caulfield as the quintessential benchmark for a bad boy, shucking off the last few days at the boarding school that expelled him to wander around Manhattan in a daze. Some readers don’t like him so much that they are personally invested in attacking him and what he represents. 

But what is it that he represents, exactly? When I look beyond the surface of his false bravado, he’s a character deeply affected by the death of his brother and is setting out on a quest to understand how to be a real person in a world of phonies. Many of us, as teenagers, also have moments of feeling misunderstood and alone. I know I did, and so did Holden. 

By J.D. Salinger,

Why should I read it?

20 authors picked The Catcher in the Rye as one of their favorite books, and they share why you should read it.

What is this book about?

After leaving prep school Holden Caulfield spends three days on his own in New York City.


Book cover of The End of the Affair

Paul Tomkins Author Of London Skies

From my list on heroism and flaws of the English during WWII.

Why am I passionate about this?

A lover of fiction since my teens, I only really took an interest in history in my 20s. I’m fascinated with WWII and the 1950s due to family histories and having visited key sites, like Bletchley Park and the Command Bunker in Uxbridge, near where I grew up. I’m not especially patriotic, but I am proud of what Britain had to do in 1940, as well as the toll the war took and the years of recovery. But it’s also the time, albeit decreasingly so, when people still alive today can look back at their youth, and we can all have a nostalgia for that time in our lives.

Paul's book list on heroism and flaws of the English during WWII

Paul Tomkins Why did Paul love this book?

I remember reading this in my student bedsit and being transfixed. I was studying art but had just decided that I wanted to be a novelist. As such, I loved the opening lines: “A story has no beginning or end: arbitrarily one chooses that moment of experience from which to look back or from which to look ahead.”

It is a simple yet beautiful book about love, belief, and betrayal. I’m not religious, but the testing of someone’s faith and how it may make them act stuck with me. Also, the facade of the ‘stiff upper lip,’ but underneath, the vulnerability.

By Graham Greene,

Why should I read it?

9 authors picked The End of the Affair as one of their favorite books, and they share why you should read it.

What is this book about?

WITH AN INTRODUCTION BY MONICA ALI

The love affair between Maurice Bendrix and Sarah, flourishing in the turbulent times of the London Blitz, ends when she suddenly and without explanation breaks it off. After a chance meeting rekindles his love and jealousy two years later, Bendrix hires a private detective to follow Sarah, and slowly his love for her turns into an obsession.


Book cover of Love in the Time of Cholera

Jawahara Saidullah Author Of We are...Warrior Queens

From my list on transporting you across time and place.

Why am I passionate about this?

Travel and writing are my two great passions. Since I was a child, I escaped reality by escaping into my own mind. I had relied on my stories of the warrior queens ever since I learned about them as a child. It was only a few years ago, when I lived in Geneva, that I had a memory flash at me of the statue of Queen Lakshmi Bai of Jhansi on a rearing horse with a curved sword held in one hand. I knew then that it was time to tell a story—my own story and that of my favorite warrior queens.

Jawahara's book list on transporting you across time and place

Jawahara Saidullah Why did Jawahara love this book?

Love in the Time of Cholera sets a moody yet magical vibe and brings the city of Cartegena to vivid life. Gabriel Garcia Marquez’s writing is gorgeous even when not read in its original Spanish. While reading the book I could almost experience the languid, feverish haze one might dwell in, the delirium one might experience when struck by cholera.

 This is an unconventional romance that follows the doomed lovers through their respective lives before life finally brings them together in their old age. It’s not a particularly large book, but its depth and brooding quality is why I return once every couple of years to re-read it.

By Gabriel García Márquez,

Why should I read it?

9 authors picked Love in the Time of Cholera as one of their favorite books, and they share why you should read it.

What is this book about?

There are novels, like journeys, which you never want to end: this is one of them. One seventh of July at six in the afternoon, a woman of 71 and a man of 78 ascend a gangplank and begin one of the greatest adventures in modern literature. The man is Florentino Ariza, President of the Carribean River Boat Company; the woman is his childhood sweetheart, the recently widowed Fermina Daza. She has earache. He is bald and lame. Their journey up-river, at an age when they can expect 'nothing more in life', holds out a shimmering promise: the consummation of…


Book cover of The Girls of Atomic City: The Untold Story of the Women Who Helped Win World War II
Book cover of The Leopard
Book cover of Anna Karenina

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Interested in non-binary gender topics and characters, nobility, and gender roles?

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