92 books like Gutterboys

By Alvin Orloff,

Here are 92 books that Gutterboys fans have personally recommended if you like Gutterboys. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

When you buy books, we may earn a commission that helps keep our lights on (or join the rebellion as a member).

Book cover of Narcisa: Our Lady of Ashes

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?

I picked up Narcisa in Portland’s legendary Powell’s bookstore over ten years ago on a whim and it ended up worming its way into my top ten books of all time. The prose is chaotic, evocative, drippy, disgusting, engaging, fantastic. Narcisa is a predatory, magnetic mess of nature and like the narrator, you’ve got to keep flying with her until she throws you down. I was floored and inspired by Shaw’s ability to tame such a blizzard of turmoil between two thin paper covers.

By Jonathan Shaw,

Why should I read it?

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

What is this book about?

The first trade edition of the cult classic from the artist/author hailed by Iggy Pop as “the great nightmare anti-hero of the new age,” legendary tattoo artist Jonathan Shaw, that chronicles a scandalous, degenerative addiction between two people—a wild, brutal, passionate, and unstoppable ride into depravity and darkness through the back alleys of Rio De Janeiro and New York City.

A legendary tattoo master and notorious creator of trendsetting underground art, Jonathan Shaw has created a masterpiece with this powerful story that captures the destructive addiction of love, sex and drugs, embodied in two people whose irresistible passions threaten to…


Book cover of City of Night

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?

The search for the self is an act of self-indulgence and that search and that act is on full display in this 60s gay classic. I adore Rechy’s prose, it’s just so different and beautiful, and although this is an old story, much of its loveliness and loneliness and promiscuity has never changed. I read City of Night and reread it for the tender, cracked characters who keep looking so patiently into every dark corner. 

By John Rechy,

Why should I read it?

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

What is this book about?

Bold and inventive in style, City of Night is the groundbreaking 1960s novel about male prostitution. Rechy is unflinching in his portrayal of one hustling 'youngman' and his search for self-knowledge among the other denizens of his neon-lit world. As the narrator moves from Texas to Times Square and then on to the French Quarter of New Orleans, Rechy delivers a portrait of the edges of America that has lost none of its power.
On his travels, the nameless narrator meets a collection of unforgettable characters, from vice cops to guilt-ridden married men eaten up by desire, to Lance O'Hara,…


Book cover of Detransition, Baby

Tim Murphy Author Of Speech Team

From my list on LGBTQ+ characters who are a total mess.

Why am I passionate about this?

I’m a 54-year-old gay man who has led my own messy life here in New York City, marked as much by sex, romance, friendship, and culture as by drug addiction, relationship drama, mental illness and youthful trauma. I’ve published five novels, all of which contain queer characters who’ve not exactly been poster children for mainstream-world-approved LGBTQ behavior. I’m drawn to novels like the ones I’ve mentioned because they show queer people not as the hetero world often would like them to be—sanitized, asexual, witty and “fabulous”—but as capable of dysfunction, mediocrity, unwise choices and poor conduct as anybody else.

Tim's book list on LGBTQ+ characters who are a total mess

Tim Murphy Why did Tim love this book?

Like a hipster Brooklyn transgender Sex and the City, this novel is a chatty, hilarious, and moving look at queer folks grasping for parenthood and family in a world where all the rules have been thrown out.

The book’s narrator, transwoman Reese, takes us on this ride with such sardonic, poignant insight about the world she lives in that we begin to feel like we live in it, too. When Reese’s ex, Ames—who has detransitioned from his former transwoman identity, Amy—gets his straight female boss pregnant, the three of them begin negotiating how they might raise the child together.

But the novel’s true power lies in how Reese explains her life and her friends to us—bravely refusing to portray trans people as angelic role models and instead offering something deeper and more endearing: showing them as real people.

By Torrey Peters,

Why should I read it?

4 authors picked Detransition, Baby as one of their favorite books, and they share why you should read it.

What is this book about?

NATIONAL BESTSELLER • The lives of three women—transgender and cisgender—collide after an unexpected pregnancy forces them to confront their deepest desires in “one of the most celebrated novels of the year” (Time)

“Reading this novel is like holding a live wire in your hand.”—Vulture

Named one of the Best Books of the Year by more than twenty publications, including The New York Times Book Review, Entertainment Weekly, NPR, Time, Vogue, Esquire, Vulture, and Autostraddle

PEN/Hemingway Award Winner • Finalist for the Lambda Literary Award, the National Book Critics Circle Award, and the Gotham Book Prize • Longlisted for The Women’s…


Book cover of Giovanni's Room

Christian Pan Author Of The Best Bi Erotica of the Year: Volume 1

From my list on exploring bisexual identity and experience.

Why am I passionate about this?

I came out as bisexual way back in 1991, and experienced a lot of discrimination, hostility, and ridicule from both the gay and straight communities. Finding stories about me and my own experience has always been vital, to help me explore and understand more about myself and how I “fit in” in a world that seems to be so locked into an either/or framework. True, I have witnessed a number of positive changes for bi+ folks in the decades since I came out, but there's still a long way to go in terms of visibility, acceptance, and understanding.

Christian's book list on exploring bisexual identity and experience

Christian Pan Why did Christian love this book?

As a writer, each time I read anything by James Baldwin, it´s like I´m getting a master class in how to capture a feeling and translate that into an articulate thought. When a friend told me to read this book over 30 years ago, shortly after I came out, they said this was “the best, and perhaps the most tragic novel about bisexuality ever written.”

Years later, it still kicks me in the gut each time I read it. Baldwin´s detailed examination of David´s desire for Giovanni while simultaneously being engaged to his fiancé, Hella, remains achingly beautiful.

By James Baldwin,

Why should I read it?

14 authors picked Giovanni's Room as one of their favorite books, and they share why you should read it.

What is this book about?

When David meets the sensual Giovanni in a bohemian bar, he is swept into a passionate love affair. But his girlfriend's return to Paris destroys everything. Unable to admit to the truth, David pretends the liaison never happened - while Giovanni's life descends into tragedy.

United by the theme of love, the writings in the Great Loves series span over two thousand years and vastly different worlds. Readers will be introduced to love's endlessly fascinating possibilities and extremities: romantic love, platonic love, erotic love, gay love, virginal love, adulterous love, parental love, filial love, nostalgic love, unrequited love, illicit love,…


Book cover of Tropic of Cancer

Robert Rosen Author Of A Brooklyn Memoir: My Life as a Boy

From my list on memoirs, essays, and fiction inspiring me to write.

Why am I passionate about this?

I’m a Brooklyn-born writer of what’s now called “creative nonfiction,” and whatever literary success I’ve had, I attribute in part to having studied the works of Hunter S. Thompson, Henry Miller, Philip Roth, Joan Didion, and Joseph Heller. I’ve assimilated their voices and used them as guides to help me find my own voice. Read any of my books and you’ll find subtle (and at times not so subtle) echoes of this Holy Quintet. My latest book, A Brooklyn Memoir, is in part an homage to Miller’s Black Spring.

Robert's book list on memoirs, essays, and fiction inspiring me to write

Robert Rosen Why did Robert love this book?

I read Tropic of Cancer at the beginning of my writing career, soon after I’d begun living on my own for the first time. Miller’s life as a Brooklyn boy in Paris, struggling to survive and to write, seemed similar in so many ways to my own life in Manhattan. I’ve since read Tropic of Cancer multiple times and have portions memorized. I went through a phase where everything I wrote came out sounding like Henry Miller—that’s how taken I was by his voice. Miller taught me that it’s possible to write a great book that’s voice-driven rather than plot-driven.

By Henry Miller,

Why should I read it?

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


Book cover of Glamorama

Richard Cox Author Of House of the Rising Sun

From my list on thrillers that are also literary novels.

Why am I passionate about this?

I’ve always looked at the world with a sense of wonder. As a child, I was drawn to the magical and the fantastical, but a budding fascination with the scientific method eventually led me to discover the beauty and wonder of the natural world. I assumed science fiction would scratch that itch, but too many genre novels left me feeling empty, like they were missing something essential—what it feels like to be human. Novels that combine a wonder of the world with an intimate concern for character hit just the right spot for me. Maybe they will for you as well.

Richard's book list on thrillers that are also literary novels

Richard Cox Why did Richard love this book?

This book is probably the most out-of-place of the five novels on this list. Where the others make their high-concept elements obvious early, the author chooses a different route in this one.

Like so many of his novels, Bret Easton Ellis opens his story with shallow and vapid characters behaving in absurd ways and uttering dialogue so outrageous I wondered if the entire enterprise was a joke. But despite the hilarious parody of substance-free celebrity and the inane repetition of idiotic phrases like “baby,” this story ultimately has more to say than, ahem, less than zero. It’s a takedown of capitalism and a bankrupt culture, so biting it would make Philip K Dick proud.

The second half of the novel, in fact, reads like PKD himself.

By Bret Easton Ellis,

Why should I read it?

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

What is this book about?

The New York Times bestselling author of American Psycho and Less Than Zero delivers a gripping and brilliant dissection of our celebrity obsessed culture. • “Arguably the novel of the 1990’s…Should establish Ellis as the most ambitious and fearless writer of his generation…a must read.” —The Seattle Times

Set in 90s Manhattan, Victor Ward, a model with perfect abs and all the right friends, is seen and photographed everywhere, even in places he hasn't been and with people he doesn't know. He's living with one beautiful model and having an affair with another on the eve of opening the trendiest…


Book cover of The Lost Language of Cranes

Zev Good Author Of All About The Benjamins

From my list on books to come out to...at any age.

Why am I passionate about this?

I’ve been gay for as long as I can remember. I even told my mother, when I was five years old, that I was going to marry Hoss Cartwright (from the TV show Bonanza). But even knowing yourself that well doesn’t make it easy to actually be yourself, so I still had to come out to friends and family over a span of five or six years in my late teens and early twenties. And coming out is never easy, although it feels like a million bucks once you’ve done it. Also, it’s different for everyone, and having books like these I’ve recommended may not make it easier, but they show us that it can be done and that we’re not alone. 

Zev's book list on books to come out to...at any age

Zev Good Why did Zev love this book?

This was the first “real” book I read where the characters were gay and no one was being ridiculed for it. I was fourteen years old when I checked it out from the library and I was astounded by it. It helped me understand that I could just be gay and there was nothing wrong with that. Or me. 

By David Leavitt,

Why should I read it?

1 author picked The Lost Language of Cranes as one of their favorite books, and they share why you should read it.

What is this book about?

'One of his generation's most gifted writers.' New York Times 'An amazingly perceptive novel.' San Francisco Chronicle 'Fascinating... lingers in the mind' New York Times Book Review Owen and Rose are facing serious challenges to their married life of routine and monotony as New York City grows and changes around them. They spend most Sundays apart; while Rose buries herself in crosswords and newspapers, Owen visits gay porn theaters. But when they discover they may lose their apartment and their son, prompted by his new relationship, reveals his homosexuality, their lives cannot continue as they were. Owen and Rose are…


Book cover of Wonder

Ruth Leigh Author Of The Diary of Isabella M Smugge

From my list on books you read and re-read even though you know every word by heart.

Why am I passionate about this?

I learned to read at four and have been telling stories ever since. Books were my escape from unhappiness into a new and endless world. Left to myself, I’d read ten or so weekly, and my mind was packed with characters, dialogue, jokes, prose, and poetry like an over-brimming literary reservoir. Words are my thing, and I am an avid collector of them. I was reading David Copperfield at eight and specialised in 18th and 19th-century literature at university. I’ve written five books and am working on the sixth. I love writing humour but have also authored Jane Austen Fan Fiction and poetry. Without books, my world is nothing.

Ruth's book list on books you read and re-read even though you know every word by heart

Ruth Leigh Why did Ruth love this book?

I simply love this book and read it at least once a year. It’s in the YA genre, and I am more like an MAA (middle-aged adult) but the main character, Auggie Pullman, and his friends and family are so enticing that I’m drawn in every time.

Auggie has an incredibly rare facial deformity and when we first meet him, he’s off to school for the first time. The book is written with a light touch and from many different voices, something the author pulls off with aplomb. It’s notoriously difficult to get away with multiple narrators, but this really works.

I root for Auggie every time, and the sheer humanity of the book, along with great humour and characterisation means that I come back to it again and again.

By R.J. Palacio,

Why should I read it?

9 authors picked Wonder as one of their favorite books, and they share why you should read it. This book is for kids age 9, 10, and 11.

What is this book about?

'Has the power to move hearts and change minds' Guardian

'Tremendously uplifting and a novel of all-too-rare power' Sunday Express

'An amazing book . . . I absolutely loved it. I cried my eyes out' Tom Fletcher

Read the award-winning, multi-million copy bestselling phenomenon that is WONDER in this new tenth anniversary edition.

'My name is August. I won't describe what I look like. Whatever you're thinking, it's probably worse.'

Auggie wants to be an ordinary ten-year-old. He does ordinary things - eating ice cream, playing on his Xbox. He feels ordinary - inside. But ordinary kids don't make other…


Book cover of Low Life: Lures and Snares of Old New York

Christiane Bird Author Of A Block in Time: A New York City History at the Corner of Fifth Avenue and Twenty-Third Street

From my list on New York City by women writers.

Why am I passionate about this?

I moved to New York City right after college, hungry to escape from the homogeneity of a small New England town. I wanted nothing more than to be surrounded by people of all races and nations, languages, and walks of life, and to have easy access to some of the greatest cultural institutions of the world. New York can be hard and unforgiving, but there is no place like it. I love living here.

Christiane's book list on New York City by women writers

Christiane Bird Why did Christiane love this book?

Another classic—albeit of a far different type—Lucy Sante uncovers the underbelly of 19th- and early 20th-century New York, a world filled with pimps, madams, gamblers, con men, and crooked cops. But this book is more than just a collection of stories about colorful characters. It’s also a meditation on the city’s secrets and the allure of danger and darkness. I dealt with some of the same themes in my own book and had no better model to emulate than this groundbreaking work.

By Luc Sante,

Why should I read it?

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

What is this book about?

Lucy Sante's Low Life is a portrait of America's greatest city, the riotous and anarchic breeding ground of modernity.

This is not the familiar saga of mansions, avenues, and robber barons, but the messy, turbulent, often murderous story of the city's slums; the teeming streets--scene of innumerable cons and crimes whose cramped and overcrowded housing is still a prominent feature of the cityscape.

Low Life voyages through Manhattan from four different directions. Part One examines the actual topography of Manhattan from 1840 to 1919; Part Two, the era's opportunities for vice and entertainment--theaters and saloons, opium and cocaine dens, gambling…


Book cover of Short Stories: Five Decades

Robert Trachtenberg Author Of Red-Blooded American Male: Photographs

From my list on pretending you live in 1940s Manhattan.

Why am I passionate about this?

Born and raised in Los Angeles, I’ve been obsessed with the romance and “bygone world” of Manhattan in the 40s and 50s since I was a kid. Working in bookstores through high school and college, I quickly gravitated towards The New Yorker magazine which introduced me to John Cheever, Irwin Shaw, and many wonderful authors. Whether it was books or magazines, I couldn’t imagine a more interesting career than working in the New York publishing world - until I went there for job interviews and heard how little they paid. Back in Los Angeles, I figured out how to join from afar without having to live with six roommates on the Lower East Side.

Robert's book list on pretending you live in 1940s Manhattan

Robert Trachtenberg Why did Robert love this book?

Like Cheever, Shaw was a fellow New Yorker contributor but his work is grittier than Cheever’s and was best summed up in The New York Times: “[Shaw] has a primitive skill possessed by very few sophisticated men.” Winner of two O. Henry awards, I would say he is the “meat and potatoes” short story master - but it’s Prime USDA.

By Irwin Shaw,

Why should I read it?

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

What is this book about?

Featuring sixty-three stories spanning five decades, this superb collection-including "Girls in Their Summer Dresses," "Sailor Off the Bremen," and "The Eighty-Yard Run"-clearly illustrates why Shaw is considered one of America's finest short-story writers.


Book cover of Narcisa: Our Lady of Ashes
Book cover of City of Night
Book cover of Detransition, Baby

Share your top 3 reads of 2024!

And get a beautiful page showing off your 3 favorite reads.

1,187

readers submitted
so far, will you?

5 book lists we think you will like!

Interested in Manhattan, coming of age, and bildungsroman?

Manhattan 136 books
Coming Of Age 1,374 books
Bildungsroman 329 books