Fans pick 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 12,000+ 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?

9 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

Why am I passionate about this?

When I was little, I would draw for hours, captivated by the female experience. Art, film, and literature focused on women’s lives have always felt the most compelling to me. Whether it’s gazing at a woman painted centuries ago, watching a film about a woman navigating her time, or reading a book that delves into her inner world, I’m drawn to their stories. Their complexities and imperfections are often what I love most. This lifelong fascination has shaped my career. Whether illustrating fashion, designing book covers, or authoring my own books, the emotions and experiences of female characters inspire me, fuel my creativity, and remind me of the power and importance of their stories.

Samantha's book list on classic fiction featuring female heroines: stories that transport you into their hearts, minds, and the eras they inhabit

Samantha Hahn Why did Samantha love this book?

Dolores Haze is an oft-misrepresented character. I dislike the way Lolita is usually portrayed in a coquettish manner. I find Lolita to be one of the most tragic heroines in classic literature. This child is a manipulated and abused victim of a perverted narrator. Her mother is deeply complicated, too.

I love the complexity of all the characters and how their story arc evolves as the power dynamic shifts. It’s entertaining but also brings up disgust and concern for the heroine. I find myself rooting for her and hating the slimy narrator while at the same time appreciating Nabakov’s ability to build such fleshed-out characters and give us such a window into their minds.

By Vladimir Nabokov,

Why should I read it?

15 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…


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 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

Josa Keyes Author Of Sail Upon the Land: A Novel About Motherhood

From my list on novels where a house is a major character.

Why am I passionate about this?

Within the caste into which I was born, daughter of a daughter of a daughter, I was ‘nobody’—no dowry, an awkward brain, and unfashionable looks—dark hourglass, not blonde beanpole. Unless I married the right kind of man, of course–an eldest son with a big house. This was the 70s, and you probably don’t believe me, but many girls still went the full Jane Austen. So I’m perfectly qualified to tell you about the best books that centre on a big house as metaphor, a major character or a massive plot point in a novel. And, reader, I swerved marrying a man for his house too.

Josa's book list on novels where a house is a major character

Josa Keyes Why did Josa love this book?

I’ve loved this book since I was a teenager, but I always feel frustrated and angry at Miss Havisham’s entrapment of Estella and Pip. Central to the story is Satis House, a metaphor for getting stuck in life—its name is very close to Stasis. 

The original end of the novel works much better for me. Pip and Estella meet by chance in the street and part for the last time. The ‘new’ ending has them go off together against a backdrop of burned-down Satis House, thus removing the irony of the book’s title. Although there is the heavy-handed metaphor of the death of the house freeing them, I prefer that it retains its static power and condemns their expectations forever.


By Charles Dickens,

Why should I read it?

11 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

Monique Gliozzi Author Of Facets of the Past: No Dark Deed Goes Unpunished

From my list on combining the paranormal and psychopathy.

Why am I passionate about this?

Let me tell you a little about myself. I was born in Dublin, and being the daughter of a diplomat afforded me to experience different cultures. Since childhood my fascination with the unknown caused me to gravitate towards stories related to hauntings. I shared this interest with my maternal grandparents, who contributed to my education by telling me ghost stories (some true whilst others are fictional). Tales of haunted castles were my favorite, which is reflected in my book. In later life, my own experiences with the paranormal cemented the notion of the unexplained and the thin veil between us and those departed.

Monique's book list on combining the paranormal and psychopathy

Monique Gliozzi Why did Monique love this book?

I strongly recommend this book as not only does it weave spooky images of ghostly events in one’s psyche, but couples it with fascinating phenomena such as telepathic communication and willpower. Furthermore, I was fascinated by the complex personality of the main protagonist, who allows himself to become victim of evil forces leading to a gradual descent into madness.

It also emphasises that social isolation in a remote place can have a detrimental impact on oneself and those close to you. I found the fight for survival in this tale riveting.

By Stephen King,

Why should I read it?

26 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

Janet Constantino Author Of Becoming Mariella

From my list on embody the spirit of finding autonomy.

Why am I passionate about this?

A writer friend asked me, "If you could write about anything you wanted, what would that be?"  I thought immediately of Sicily and then of women (and men) trying to break free from cultural definitions that have historically kept us in traditional roles of housewife, cook, and mother, or breadwinner and protector. Having choice and being able to carve one's path is paramount, a deeply held value for me, both as an individual woman and as a psychotherapist. The courage of some of my clients who have dared to follow their own paths, along with my challenge to steer my own path, were also inspirations for the books I chose. 

Janet's book list on embody the spirit of finding autonomy

Janet Constantino Why did Janet love this book?

I fell in love with the entire Brilliant Friend series. Ferrante moves in so closely to her characters, so imitimately, I felt like I was right up next to them in Naples. 

And of course, I loved the book because it takes place in Italy. Lila and Lenu, the two main characters, are both struggling to know who they are, not just as Italian women, but as individual women.

By Elena Ferrante, Ann Goldstein (translator),

Why should I read it?

22 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?

9 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…


Book cover of Maus I: A Survivor's Tale: My Father Bleeds History
Book cover of Slouching Towards Bethlehem: Essays
Book cover of Lolita

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