100 books like Portnoy's Complaint

By Philip Roth,

Here are 100 books that Portnoy's Complaint fans have personally recommended if you like Portnoy's Complaint. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Maus I: A Survivor's Tale: My Father Bleeds History

Matthew Arnold Stern Author Of The Remainders

From my list on Jewish families in crisis.

Why am I passionate about this?

Reseda, California plays an important part in my novels. I grew up there in a middle-class Jewish family, and we experienced the turmoil of the 1960s and 1970s. My parents got divorced, and my brother and I were raised by our working mom until she became paralyzed by a stroke. I found refuge in writing. I wrote The Remainders in 2016 during a tumultuous time when issues of family conflict, homelessness, and the growing cruelty of society came into focus. Still, I believe decency and compassion will prevail. The books I write and enjoy reading seek to find light in the darkest of circumstances.

Matthew's book list on Jewish families in crisis

Matthew Arnold Stern Why did Matthew love this book?

I read this powerful graphic novel series when the first collections came out in the 1980s.

It shows the horrors of the Holocaust and the impact it has on the families of the survivors. Maus is best known for depicting Jews as mice and Nazis as cats, but Art’s troubled relationship with his father Vladik and the death of his mother Anja by suicide frame the story.

Maus is my favorite graphic novel series and a must-read for understanding the Holocaust and how it shaped Jewish life since.

By Art Spiegelman,

Why should I read it?

8 authors picked Maus I as one of their favorite books, and they share why you should read it.

What is this book about?

The bestselling first installment of the graphic novel acclaimed as “the most affecting and successful narrative ever done about the Holocaust” (Wall Street Journal) and “the first masterpiece in comic book history” (The New Yorker) • PULITZER PRIZE WINNER • One of Variety’s “Banned and Challenged Books Everyone Should Read”

A brutally moving work of art—widely hailed as the greatest graphic novel ever written—Maus recounts the chilling experiences of the author’s father during the Holocaust, with Jews drawn as wide-eyed mice and Nazis as menacing cats.

Maus is a haunting tale within a tale, weaving the author’s account of his…


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 Lolita

Elisa Pezzotta Author Of The Prison of Time: Stanley Kubrick, Adrian Lyne, Michael Bay and Quentin Tarantino

From my list on timeless books about time.

Why am I passionate about this?

As a baby, I was fascinated by shadows, how they lengthened and shortened till they disappeared, and how they moved their position around me and objects. I used to play with Barbies; I invented stories that lasted for days, progressively postponing the main events in favor of their preparation. Progressively, I became accustomed to my relatives’s death and their funerals. I realized that time connected these observations and games as much as the novels and films that I loved. In my list, you can find stimulating books where Time shyly shows itself on a stage.         

Elisa's book list on timeless books about time

Elisa Pezzotta Why did Elisa love this book?

I love how the protagonist conceals the truth through his sophistication and charm. His pedophilia and rape are hidden behind an extensive network of lies about his alleged obsession with nymphets. ‘Between the age limits of nine and fourteen, there occur maidens who, to certain bewitched travelers, twice or many times older than they reveal their true nature, which is not human, but nymphic (that is, demoniac).’

With a simple two-faced name, Humbert Humbert is a narrator with many faces, one of the more complex and discussed in literary studies. He writes his story in prison, forever imprisoned ‘between the age limits of nine and fourteen,’ although his supposed autobiography breaks the walls of his time and that of his nymphets as a timeless flow of perverse mental and linguistic games.     

By Vladimir Nabokov,

Why should I read it?

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

What is this book about?

'Lolita, light of my life, fire of my loins. My sin, my soul. Lo-lee-ta: the tip of my tongue taking a trip of three steps down the palate to tap, at three, on the teeth. Lo. Lee. Ta.'

Humbert Humbert is a middle-aged, frustrated college professor. In love with his landlady's twelve-year-old daughter Lolita, he'll do anything to possess her. Unable and unwilling to stop himself, he is prepared to commit any crime to get what he wants.

Is he in love or insane? A silver-tongued poet or a pervert? A tortured soul or a monster? Or is he all…


The Oracle of Spring Garden Road

By Norrin M. Ripsman,

Book cover of The Oracle of Spring Garden Road

Norrin M. Ripsman Author Of The Oracle of Spring Garden Road

New book alert!

Why am I passionate about this?

Too often, I find that novelists force the endings of their books in ways that aren’t true to their characters, the stories, or their settings. Often, they do so to provide the Hollywood ending that many readers crave. That always leaves me cold. I love novels whose characters are complex, human, and believable and interact with their setting and the story in ways that do not stretch credulity. This is how I try to approach my own writing and was foremost in my mind as I set out to write my own book.

Norrin's book list on novels that nail the endings

What is my book about?

The Oracle of Spring Garden Road explores the life and singular worldview of “Crazy Eddie,” a brilliant, highly-educated homeless man who panhandles in front of a downtown bank in a coastal town.

Eddie is a local enigma. Who is he? Where did he come from? What brought him to a life on the streets? A dizzying ride between past and present, the novel unravels these mysteries, just as Eddie has decided to return to society after two decades on the streets, with the help of Jane, a woman whose intelligence and integrity rival his own. Will he succeed, or is…

The Oracle of Spring Garden Road

By Norrin M. Ripsman,

What is this book about?

“Crazy Eddie” is a homeless man who inhabits two squares of pavement in front of a bank in downtown Halifax, Nova Scotia. In this makeshift office, he panhandles and dispenses his peerless wisdom. Well-educated, fiercely intelligent with a passionate interest in philosophy and a profound love of nature, Eddie is an enigma for the locals. Who is he? Where did he come from? What brought him to a life on the streets? Though rumors abound, none capture the unique worldview and singular character that led him to withdraw from the perfidy and corruption of human beings. Just as Eddie has…


Book cover of Catch-22

Daniel Fryer Author Of How to Cope with Almost Anything with Hypnotherapy: Simple Ideas to Enhance Your Wellbeing and Resilience

From my list on boost your wellbeing and heal your soul.

Why am I passionate about this?

I could say I’ve had a hard life (and I have), but who hasn’t? Life is one adversity after another, and we need all the help we can get. Without that help, moods suffer, hope falters, and our souls are diminished. During my own personal journey through this quagmire called life, I have often been lifted up and out of the mud whilst reading the books I suggest below and more. These books either made me laugh and cry, made me think, or made me change the way I approached things. Quite often, they did all four at the same time. Their insights were invaluable. 

Daniel's book list on boost your wellbeing and heal your soul

Daniel Fryer Why did Daniel love this book?

Whilst on humour (including satire): it is an important part of REBT. Humor is another one of those character strengths in positive psychology (again, good for you when used appropriately). It’s not for nothing that laughter is called the best medicine (in fact, I wrote my MSc dissertation on the use of humor in psychotherapy).

Humor, especially satire, and wordplay have helped me a lot in life. Regarding those two things, this book is the best bar none. Both funny and tragic (which sums life up pretty well), considering how much saber rattling is happening today, it’s as relevant now as it has always been.

I'm sure this book will change you for the better. It may also have you challenging authority a little more than you currently do (which alone will work wonders for your mental health and well-being). 

By Joseph Heller,

Why should I read it?

17 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 The 13 1/2 Lives of Captain Blue Bear

Joseph Guzzo Author Of Mousetrap, Inc.

From my list on inspired me to become a writer and my son a reader.

Why am I passionate about this?

My first job upon graduating from college was working for an invention-marketing firm. This wasn’t my intention; armed with a degree in journalism, I was ready to take on the world. Unfortunately, the country was enduring a recession, and after six months of unemployment, I was happy to be offered a copywriting position. So often during the two years I spent there, I would think to myself, “This could make such a great novel.” It took me a while—and with more than a few rejections along the way—but inspired by the writers and books I’ve included in my collection, I finally got around to penning my own tale.

Joseph's book list on inspired me to become a writer and my son a reader

Joseph Guzzo Why did Joseph love this book?

My son’s a young adult now, but I treasure the memories of the hours we spent reading together. We went down all the well-trodden paths and shared countless joyful hours with J.K. Rowling and Dav Pilkey and The Mysterious Benedict Society, but the creativity of this book is exceeded only by its humor. Also, it clocks in at around 700 pages, so it’ll entertain you and your children for a good while. I always enjoy a laugh as a reader, and if my work elicits a chuckle from you, then I feel my mission is complete.

By Walter Moers, John Brownjohn (translator),

Why should I read it?

3 authors picked The 13 1/2 Lives of Captain Blue Bear as one of their favorite books, and they share why you should read it.

What is this book about?

Unlike cats, bluebears have 27 lives, which can be very handy when one considers the manner in which the hero of this story repeatedly manages to avoid death only by a paw's breadth. The story describes Captain Bluebear's first 13 and a half lives.


Book cover of Great Expectations

Richard Vetere Author Of She's Not There

From my list on classic coming-of-age set within the last century.

Why am I passionate about this?

Richard Vetere’s teleplay adaptation of his published stage play The Marriage Fool, starring Walter Matthau, Carol Burnet, and John Stamos, now streaming on Amazon. He co-wrote the movie The Third Miracle, which is a screenplay adaptation of his own novel. It was produced by Francis Ford Coppola, directed by Agnieszka Holand, and stars Ed Harris and Anne Heche released by Sony Picture Classics. His screenplay Caravaggio, an adaptation of his own published stage play, won the Golden Palm Award for Best Screenplay at the Beverly Hills International Film Festival in 2021. In 2005, the Frank Melville Library at Stony Brook University created the Richard Vetere Collection, an archive of his work.  

Richard's book list on classic coming-of-age set within the last century

Richard Vetere Why did Richard love this book?

You cannot mention a coming-of-age novel without mentioning this classic.

Pip is an orphan who meets an escaped prisoner in a graveyard, does him a good deed, then is made a gentleman from an inheritance he knows nothing about. All of us enter our youth with great expectations and some of us are lucky enough, or unlucky, to meet our own beautiful Estella or the damaged and doomed Miss Havisham or the worldly and wise attorney Mister Jaggers.

Set in London where the worlds of extreme poverty and privilege co-exist side by side, we experience this world firsthand as Pip does wondering, all the time, if we can survive it unscathed. Ignore all other movie adaptations since they will only disappoint. Screen the 1946 version directed by David Lean. It is a great film.

By Charles Dickens,

Why should I read it?

10 authors picked Great Expectations as one of their favorite books, and they share why you should read it.

What is this book about?

'His novels will endure as long as the language itself' Peter Ackroyd

Dickens's haunting late novel depicts the education and development of a young man, Pip, as his life is changed by a series of events - a terrifying encounter with an escaped convict in a graveyard on the wild Kent marshes; a summons to meet the bitter, decaying Miss Havisham and her beautiful, cold-hearted ward Estella; the sudden generosity of a mysterious benefactor - and he discovers the true nature of his 'great expectations'. This definitive edition includes appendices on Dickens's original ending, giving an illuminating glimpse into a…


Book cover of The Shining

Ariel Swan Author Of The Nightingale Bones

From my list on haunted house stories for everyone.

Why am I passionate about this?

I like to say cats raised me, and I grew up among ghosts, but in all truth, my greatest influence was my mother, who took me to the library. Books have always been a part of me, and so have haunted houses. Old places have always felt charged to me. Because of this, I love great ghost stories. The books on my list all feature haunted dwellings of one sort or another, with spirits that range from inspiring and uplifting to fun and magical, spooky to downright terrifying. Enjoy!

Ariel's book list on haunted house stories for everyone

Ariel Swan Why did Ariel love this book?

This book is the scariest book I have ever read. Most people know the film, but the book is scarier. I was shocked to find that topiaries are, in fact, terrifying. They still make me uncomfortable.

It took me a while to recognize that, at its core, this is a haunted house story, and it is very haunted, with what I think are magnificently crafted ghosts. I also love this book because it is a story about a writer trying to write. I relate to it.

Steven King is a writer’s writer. Being holed up, lost in another world, and spending long hours alone can make me a little bit crazy, too. 

By Stephen King,

Why should I read it?

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

What is this book about?

#1 NEW YORK TIMES BESTSELLER • Before Doctor Sleep, there was The Shining, a classic of modern American horror from the undisputed master, Stephen King.

Jack Torrance’s new job at the Overlook Hotel is the perfect chance for a fresh start. As the off-season caretaker at the atmospheric old hotel, he’ll have plenty of time to spend reconnecting with his family and working on his writing. But as the harsh winter weather sets in, the idyllic location feels ever more remote . . . and more sinister. And the only one to notice the strange and terrible forces gathering around…


Book cover of My Brilliant Friend

Mirinae Lee Author Of 8 Lives of a Century-Old Trickster

From my list on villainous heroines.

Why am I passionate about this?

I was born and grew up in Seoul. My bestselling debut novel has been longlisted for the 2024 Women’s Prize for Fiction and the 2024 Wilbur Smith Adventure Writing Prize and shortlisted for the 2024 William Saroyan International Prize for Writing. My book is inspired by my great-aunt, one of the oldest women who had escaped alone from North Korea. It is available from Harper Perennial in the U.S. and Virago in the UK. The novel’s translations continue to meet readers worldwide, including in Italy, Romania, Greece, Denmark, Spain, Switzerland, and South Korea.

Mirinae's book list on villainous heroines

Mirinae Lee Why did Mirinae love this book?

Like Zenia, Lila, the crafty protagonist of this book, is a born charmer. With her wicked intelligence and unique beauty, she turns heads and stirs controversy wherever she goes, attracting admirers and haters.

She is unafraid of fighting men’s violence with violence–she carries a shoemaker’s knife to deter the unwanted advances of suitors–and she is not hesitant to describe herself as mean.

Elena, Lila’s best friend and the novel’s narrator, comes in second after Lila in many things in life, including academic excellence and boys’ attention, and often suffers caught between love and jealousy toward Lila. 

By Elena Ferrante, Ann Goldstein (translator),

Why should I read it?

14 authors picked My Brilliant Friend as one of their favorite books, and they share why you should read it.

What is this book about?

OVER 5 MILLION COPIES SOLD IN ENGLISH WORLDWIDE

OVER 1 MILLION COPIES SOLD IN THE UK

OVER 14 MILLION COPIES OF THE NEAPOLITAN QUARTET SOLD WORLDWIDE

NOW A MAJOR TV SERIES

GUARDIAN 100 BEST BOOKS OF THE 21st CENTURY

58 WEEKS ON THE BOOKSELLER'S TOP 20 ORIGINAL FICTION BESTSELLERS LIST

SHORTLISTED FOR WATERSTONES BOOK OF THE YEAR 2015

43 INTERNATIONAL RIGHTS DEALS

Now in B-format Paperback

From one of Italy's most acclaimed authors, comes this ravishing and generous-hearted novel about a friendship that lasts a lifetime. The story of Elena and Lila begins in the 1950s in a poor but…


Book cover of A Tree Grows in Brooklyn

Karen A. Cerulo Author Of Dreams of a Lifetime: How Who We Are Shapes How We Imagine Our Future

From my list on understanding how social inequality impacts hopes and dreams, not simply opportunities.

Why am I passionate about this?

I have spent an entire career, via reading, research, and teaching, helping people realize their dreams. For me, it represents “paying it forward,” thanking those who helped a girl from an ethnic, working-class background become an internationally recognized scholar. Studying optimism and goal-seeking has taught me that dreaming and optimism are important—but they are simply not enough to move someone forward. Dreams must become projects motivated by mentoring, planning, and hard work. Not everyone has those resources available to them. The curse of social inequality can indeed destroy hopes and dreams in the very early lives of the socially disadvantaged—with devastating consequences for society as a whole. 

Karen's book list on understanding how social inequality impacts hopes and dreams, not simply opportunities

Karen A. Cerulo Why did Karen love this book?

For me, this book shows how those in underprivileged positions both learn to dream of beauty and accomplishment and, at the same time, painfully experience the futility of dreaming.

We watch the characters defend optimism while being buried by reality.  It is a touching, heartbreaking tale of the realities of social inequality.

By Betty Smith,

Why should I read it?

8 authors picked A Tree Grows in Brooklyn as one of their favorite books, and they share why you should read it.

What is this book about?

A PBS Great American Read Top 100 Pick

A special 75th anniversary edition of the beloved American classic about a young girl's coming-of-age at the turn of the twentieth century.

From the moment she entered the world, Francie Nolan needed to be made of stern stuff, for growing up in the Williamsburg slums of Brooklyn, New York demanded fortitude, precocity, and strength of spirit. Often scorned by neighbors for her family’s erratic and eccentric behavior―such as her father Johnny’s taste for alcohol and Aunt Sissy’s habit of marrying serially without the formality of divorce―no one, least of all Francie, could…


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Interested in coming of age, bildungsroman, and Jewish history?

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