My favorite books for diving deep into the dark side of Brooklyn

Why am I passionate about this?

It’s no wonder South Brooklyn, in the latter half of the last century, is the setting for so many remarkable dramas for both page and screen. In fact, when legendary former NYPD Detective Thomas Dades offered to make introductions to a Colombo Crime Family associate who cooperated with the federal government, I leapt at the opportunity. I was born in Greenpoint in 1971 and grew up on 16th Avenue in the heart of Bensonhurst. It’s not just South Brooklyn’s raw, urban chaotic physical setting, but the sheer volatility of this period in time, where so many transformational trends of the larger culture were evident, and some even epi-centered.


I wrote...

Carmine and the 13th Avenue Boys: Surviving Brooklyn's Colombo Mob

By Craig McGuire, Carmine Imbriale,

Book cover of Carmine and the 13th Avenue Boys: Surviving Brooklyn's Colombo Mob

What is my book about?

These are the true stories of Carmine Imbriale, a gambler, a brawler, a bookie, and an enforcer. For two decades, Imbriale was a street-level operative in one of the most violent crews in the Colombo Family. Imbriale thought he found loyalty. Instead, he descended into a world of treachery and deceit. From his first arrest at 15 for robbing a Coney Island pimp to surviving multiple assassination attempts, Imbriale stories feature some of the most notorious gangsters of the last half century (Sammy “The Bull” Gravano, Aniello "Neil" Dellacroce, Christopher "Christie Tick" Furnari, Greg “The Grim Reaper” Scarpa, Matthew "Matty the Horse" Ianniello, Vittorio "Little Vic" Orena, Michael "Mikey Scars" DiLeonardo, James “Jimmy” Ida, Joseph Colombo, Joseph “Joe Brewster” DeDomenico, Johnny Rizzo, and others). 

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The books I picked & why

Book cover of Last Exit to Brooklyn

Craig McGuire Why did I love this book?

Displaying the decaying carcass of post-war South Brooklyn, Hubert Selby Jr. mines a grim industrial wasteland, as bleak as his beleaguered characters imploding across six short stories, each prefaced by a Biblical passage.

A gang mauls a group of soldiers on leave. A transgender woman, abused by a homophobic brother, rejected by a drug dealer, overdoses. Facing a shotgun wedding, a young man abandons his pregnant girlfriend. A sex worker is gang raped to death. A corrupt, closeted union steward is severely beaten after sexually assaulting a boy.

This 1950s South Brooklyn, when the Brooklyn Army Terminal complex and waterfront docks were infested by racketeers and thugs, comes to brutal life because of Selby’s crude prose. That grammar-be-damned style vividly captures Brooklyn life on the docks, factories, and warehouses, as well as its diners, dive bars, and union locals.

By Hubert Selby Jr.,

Why should I read it?

3 authors picked Last Exit to Brooklyn as one of their favorite books, and they share why you should read it.

What is this book about?

Last Exit to Brooklyn remains undiminished in its awesome power and magnitude as the novel that first showed us the fierce, primal rage seething in America’s cities. Selby brings out the dope addicts, hoodlums, prostitutes, workers, and thieves brawling in the back alleys of Brooklyn. This explosive best-seller has come to be regarded as a classic of modern American writing.


Book cover of Murder Machine: A True Story of Murder, Madness & the Mafia

Craig McGuire Why did I love this book?

Love to know why this murderous mob masterpiece has yet to make it to film.

This must-have for any True Crime bookshelf is from the dynamic duo of Gene Mustain (author of John Gotti bio) and Jerry Capeci (“Gangland” journalist extraordinaire). It chronicles the blood-soaked rise and demise of the deadly Roy Demeo crew, a gaggle of Gambino grunts a couple of rungs under Captain Nino Gaggi.

It’s an underworld tour of the black-and-blue-collar South Brooklyn rackets, circa 70s and 80s, often through the bloodshot eyes of Dominick Montiglio, Gaggi’s nephew, and bolstered by an avalanche of investigative research. From the innards of a Mafia street crew, to the entrails of an auto-theft ring, to the autopsy of Demeo’s whack-tastic dismemberment routine (a.k,a. “The Gemini Method”), there’s so much to digest, if you can stomach the body count.

Locations of interest: The Gemini Lounge on Flatlands Avenue; Bath Beach (Multiple Locations); Veteran’s and Friends Social Club on 86th Street; The Fountain Avenue Dump; Varuna Boat Club in Sheepshead Bay; Holy Cross Cemetery

By Gene Mustain, Jerry Capeci,

Why should I read it?

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

What is this book about?

Meet the DeMeo gang - the most deadly killers the Mafia has ever known. They were a small-time Brooklyn corner crew who, headed by the notorious Roy DeMeo, became the hitmen of choice for the Gambino family. Killing for profit and pleasure, they were ultimately feared by everyone - even the Mafia bosses they worked for.


Book cover of Wiseguy: Life in a Mafia Family

Craig McGuire Why did I love this book?

In adapting Nicholas Pileggi’s 1985 non-fiction Wiseguy for film, Martin Scorsese delivered a “staged documentary,” depicting a far more gritty and authentic account of organized crime than Mario Puzo’s Godfather trilogy.

Much of what makes Pileggi’s masterpiece work is how he captures South Brooklyn culture as it morphs from the 1950s through the 1980s. Pileggi’s tale of the tarnishing of the Golden Era of Italian American organized crime is recounted from the pedestrian perspective of un-makeable underling and ultimate-turncoat Henry Hill.

That bygone Brooklyn landscape leaps off the pages, from its gambling dens and gangster bars, to its corner cafes, criminal courts, and cab stands. BONUS: Pileggi’s no-nonsense non-fiction prose, peppered with Hill’s verbatim account, delivers even more days-in-the-lives of lowlifes than Scorsese could ever have packed into his classic film. 

Locations of interest: The Prospect Park Zoo (stand-in for The Tampa Zoo); Smith Street in Red Hook (Jimmy Conway’s Sweatshop); The Oriental Manor on 86th Street (Henry and Karen’s Wedding Scene); Collaros Italiano Restaurant on  Coney Island Avenue (Exterior for the Bamboo Lounge).

By Nicholas Pileggi,

Why should I read it?

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

What is this book about?

A longtime member of organized crime recounts his criminal career, his involvement in the six-million dollar Lufthansa robbery, and his decision to become a federal witness


Book cover of Donnie Brasco: My Undercover Life in the Mafia - A True Story by FBI Agent Joseph D. Pistone

Craig McGuire Why did I love this book?

Donnie Brasco follows FBI agent Joseph D. Pistone’s six-year infiltration into the Mafia.

Posing as a street-level jewel thief, Pistone provides a bottoms-up look into the underbelly of the Brooklyn Bonanno’s in Brooklyn, from the family’s epicenter in pre-gentrified Williamsburg and Greenpoint. This rank-and-file rundown shines a harsh light on the petty lives of street soldiers and their conniving capos in their natural habitat, from scrounging for scraps in wood-paneled clubhouses to lording over their turf from pigeon-cooped rooftops.

In fact, the juxtaposition of setting, in flipping between sinister South Brooklyn and sizzling South Florida, is a masterful use of setting to set the tone. As Pistone goes native, becoming more and more Bonanno, we wonder what he sees in The Life led in these cramped apartments, velour-draped dives, and dingy clubhouses.

Locations of interest: The Motion Lounge nightclub on Graham Avenue in Williamsburg; Brooklyn Armory in Park Slope; The 20/20 Night Club in Clinton Hill (Site of The Three Capos Murder).

By Joseph D. Pistone,

Why should I read it?

5 authors picked Donnie Brasco as one of their favorite books, and they share why you should read it.

What is this book about?

In 1978, the US government waged a war against organised crime. One man was left behind the lines. From 1976 until 1981, Special Agent Pistone lived undercover with the Mafia. Only able to visit his young family once every few months, Pistone - under the alias Donnie Brasco - ate, drank, partied, worked and sometimes killed with the wiseguys. He got so close that his Mafia partner, Lefty Ruggiero, asked him to officiate as best man at his wedding. Pistone's eventual testimony, in such spectacular prosecutions as 'the Pizza Connection' and 'the Mafia Commission' resulted in more than 200 indictments…


Book cover of Requiem for a Dream

Craig McGuire Why did I love this book?

Hubert Selby Jr. delivers another dark indictment of life along the outer shores of South Brooklyn, in the form of both this 1978 novel and the grim 2000 film Darren Aronofsky film adaptation (co-written with Selby, with a cameo as prison guard).

The characters of this disturbing drama are as marginalized as the bleak 1970s backdrop they infect. Selby’s prose holds us by the back of the neck as his characters descend down awful spirals of addiction: Sara Goldfarb with her diet pills, and her son Harry, his girlfriend Marion, and his best friend Tyrone, all heroin addicts. Electroconvulsive therapy, reluctant prostitution, and amputation abound, harrowing hallmarks you’d expect from Selby.

For this trip to Coney Island, think more Warriors, less Woody Allen, and buckle up. It’s going to be a spectacularly gruesome ride.

Locations of interest: Coney Island Clam Bar; Brighton Beach Boardwalk; Surf Avenue Second-hand Shops; 3152 Brighton 6th Street Apartment; Pat Auletta Steeplechase Pier; The Parachute Jump.

By Hubert Selby Jr.,

Why should I read it?

3 authors picked Requiem for a Dream as one of their favorite books, and they share why you should read it.

What is this book about?

Harry Goldfarb, heroin addict and son of lonely widow Sara, cares only about enjoying the good life with girlfriend Marion and best friend Tyrone C Love, and making the most of all the hash, poppers and dope they can get. Sara Goldfarb sits at home with the TV, dreaming of the life she could have and struggling with her own addictions - food and diet pills. But these four will pay a terrible price for the pleasures they believe they are entitled to. A passionate, heart-breaking tale of the crushing weight of hope and expectation, Requiem for a Dream is…


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Evil Alice and the Borzoi

By DK Coutant,

Book cover of Evil Alice and the Borzoi

DK Coutant Author Of Evil Alice and the Borzoi

New book alert!

Why am I passionate about this?

Author Professor Cross Cultural Psychologist Dog Lover Traveler Reader

DK's 3 favorite reads in 2023

What is my book about?

Cleo Cooper, a cross-cultural psychology professor, is living the dream on the Big Island of Hawaii. With ocean-dipping weekends, she enjoys her dog, her job, and her boyfriend Ben - until the day she’s on a research vessel and a dead body is caught in the dragline.

The police determine it is murder and set their sights on a gentle former student, Kai. It doesn’t take much urging from Kai’s auntie for Cleo to investigate. But Ben grows distant, and Cleo’s dog grows ill. A couple of accidental deaths later, and someone makes an attempt on her life.

What happened to Cleo’s life in paradise? Can she discover the true killer? Can she stop the killer before the killer stops her?

Evil Alice and the Borzoi

By DK Coutant,

What is this book about?

Paradise is shaken when the body of a young woman is dragged onto a university research vessel during a class outing in Hilo Bay. Cleo Cooper is shaken when she finds her favorite student is on the hook for the murder. Danger lurks on land and sea as Cleo and her friends are enticed to search for the true killer. In between paddling, swimming, and arguing with her boyfriend, Cleo discovers all is not what it seems on the Big Island of Hawaii. But will she figure out the truth before she becomes the next victim?


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