Fans pick 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 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?

2 authors 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 The Butterfly and the Violin

Elizabeth Musser Author Of By Way of the Moonlight

From my list on time-slip with present day and WWII protagonists.

Why am I passionate about this?

I’m a Southern girl from Atlanta who writes ‘entertainment with a soul’ from my writing chalet—tool shed—outside Lyon, France where my husband and I have worked with a non-profit for over 30 years. I love to incorporate little-known historical facts into my award-winning and best-selling contemporary, historical, and time-slip fiction. I want my reader to find not only a good story and an interesting plot, but also the soul in my book and in my characters with themes of betrayal, regret, redemption, forgiveness, and faith that allow my reader to think, to ask questions, to laugh and cry and hope. To be entertained way down in her soul. 

Elizabeth's book list on time-slip with present day and WWII protagonists

Elizabeth Musser Why did Elizabeth love this book?

Manhattan art dealer Sera James watched her world crumble at the altar two years ago, and her heart is still fragile. Her desire for distraction reignites a passion for a mysterious portrait she first saw as a young girl—a painting of a young violinist with piercing blue eyes. Along with wealthy heir William Hanover, Sera unravels the story behind the painting’s subject, an Austrian violinist Adele Von Bron who smuggles Jews out of Vienna and finds herself in Auschwitz.

Evocative, haunting, soul searching, this debut by Cambron is time-slip historical fiction at its best: heartbreaking truth of the horrors of Auschwitz, romance with a musical refrain, art and faith. Just the kind of story I try to write. A delight.

By Kristy Cambron,

Why should I read it?

1 author picked The Butterfly and the Violin as one of their favorite books, and they share why you should read it.

What is this book about?

Based on the real orchestra composed of prisoners at Auschwitz, The Butterfly and the Violin shows how beauty and hope can penetrate even the darkest corners.

Present day: Manhattan art dealer Sera James watched her world crumble at the altar two years ago, and her heart is still fragile. Her desire for distraction reignites a passion for a mysterious portrait she first saw as a young girl-a painting of a young violinist with piercing blue eyes.

In her search for the painting, Sera crosses paths with William Hanover-the grandson of a wealthy California real estate mogul-who may be the key…


Book cover of Manhattan, When I Was Young

Amanda Schuster Author Of Signature Cocktails

From my list on making it there from anywhere in New York City.

Why am I passionate about this?

As a lifelong New Yorker and author of two books about drinking in the city—New York Cocktails and Drink Like a Local New York—these are the books about bygone days of city living that I would tell you to read if we met in a bar. You already know the ones by E.B. White, Patti Smith, Lou Reed, or possibly Pete Hamill or Walt Winchell. Those books are fantastic, but these are some “deep cuts” New York City appreciation books that you should also get to know.  

Amanda's book list on making it there from anywhere in New York City

Amanda Schuster Why did Amanda love this book?

The book is an engaging memoir about what it was like in the 1950s for a single woman just out of college to balance life and relationships while starting a career in magazine publishing in the Big Apple and follows her career and family relationships through to the 1970s.

Though things like finding an apartment in a trendy neighborhood back then were significantly easier than they are in modern day, the hilarious accounts about the challenges of adapting to small living conditions still ring true.

It’s an entertaining glimpse into the golden age of the print magazine industry, but it’s also a brutally honest account of women’s mental health issues, and what it’s like to seemingly have it all but still feel the constraints imposed by choosing to live in NYC. Any aspiring writer should read this book. 

By Mary Cantwell,

Why should I read it?

2 authors picked Manhattan, When I Was Young as one of their favorite books, and they share why you should read it.

What is this book about?

Mary Cantwell arrived in Manhattan one summer in the early 1950s with $80, a portable typewriter, a wardrobe of unsuitable clothes, a copy of The Poems of Gerard Manley Hopkins, a boyfriend she was worried might be involved with the Communists and no idea how to live on her own. She moved to the Village because she had heard of it and worked at Mademoiselle because that was where the employment agency sent her.

In this evocative unflinching book Cantwell recalls the city she knew then by revisiting five apartments in which she lived. Her memoir vividly recreates both a…


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

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Interested in Manhattan, coming of age, and bildungsroman?

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