The problem with being a Canadian living in New York City (as I used to be) is that no matter how hard you try, you will never, ever be “from New York.” As such, you find yourself overcompensating, reading books about the city and spouting obscure New York trivia that a even a native wouldn’t know. I am one of these overcompensating New York-ophiles. I have a personal library of over 100 New York-centric books, and these are my top ten.
In Fiction:
Bright Lights, Big City by Jay McInerney
Vintage, 1984
Written in the second person by a pathetic, nameless, love-to-hate-him protagonist, McInerney’s classic tells of a time when coke flowed freely in downtown bars and respectable people didn’t venture below 34th Street, lest they be murdered or solicited by trannie hookers. Our hero gets fired, dumped and debauched, passing much of his time drowning his sorrows at TriBeCa landmark Odeon before it became part of Keith McNally’s exclusive, coolier-than-thou restaurant empire.
Slaves of New York by Tama Janowitz
Washington Square Press, 1986
A collection of short stories by wild-haired looney tune Tama Janowitz, this book is required reading for New York Coolness 101. Janowitz’s characters are relatable and recognizable: activists, artists, and women who go unappreciated by their boyfriends. “You and the Boss” is a clever, modern ode to Bruce Springsteen, my first ever boyfriend.
Motherless Brooklyn by Jonathan Lethem
Vintage, 1999
I don’t think anything has made me laugh as hard as watching Michael Cera sing “These Eyes” in Superbad, but this book came pretty darn close, leaving me teary-eyed and in stitches every few pages. Lionel Essrog is an orphan whose sole family is the group of wannabe wise guys he works for. Lionel has Tourette’s. During tense situations, Lionel shouts obscenities, usually including the phrase “Eat me.” This is the funniest detective story you will ever read and it is highly recommended for Brooklyn amateurs, aspiring mobsters, and potty mouths.
In Memoir/Essay:
The Colossus of New York by Colson Whitehead
Anchor Books, 2003
You know all those deep, existential, poetic thoughts you have while walking through the streets of New York in the misty rain or whilst riding a jam-packed subway train with busted air conditioning? Well, Colson Whitehead’s thought them too, except unlike you, he wrote them down. This is a beautiful collection of eloquent, quasi-stream of consciousness essays about a true insider’s views on Life in the Big Apple.
A Guide to Recognizing Your Saints by Dito Montiel
Thunder’s Mouth, 2003
Perhaps you’ve seen the movie version starring hotties Shia Labeouf and Channing Tatum, but the book, as usual, is much more elaborate. Dito Montiel is a little troublemaker punk kid from Astoria who seemed destined to go nowhere fast, but his memoir tells otherwise. Montiel has led the life you wish you’d led, hobnobbing with legends like Allen Ginsberg and Bruce Weber, rocking out at CBGB’s, and getting his heart broken by every girl he ever loved. It’s a violent, street-smart, eye-opening look into a world that most of us will never know.
Gone to New York by Ian Frazier
Picador, 2005
Everybody knows that Farrar, Straus and Giroux only publishes works by the greatest writers, and Ian Frazier has met their strict criteria with his penmanship. Gone to New York is a collection of introspective essays about city life, dating from Frazier’s early days as a New Yorker columnist in the 70’s, to the present. This must-read book includes tales about such subjects as dilapidated New York apartments, as well as Frazier’s own invention: the pole-that-gets-plastic-bags-out-of-trees thingy.
New York Calling: From Blackout to Bloomberg by Marshall Berman and Brian Berger, eds.
Reaktion Books, 2007
Absolute genius Luc Sante and avant-garde No Wave musician Phillip Dray contribute memorable essays to this crucial addition to any New Yorker’s library. Focusing specifically on essays regarding matters of socio-cultural, political, and civic interest from 1977 onwards, this is a fascinating read and not nearly as boring as I’ve just made it sound.
In Non-Fiction:
How the Other Half Lives by Jacob Riis
Scribner’s, 1901; reprinted by Dover, 1971
If you have any interest in architecture, the gentrification of neighbourhoods or the history of immigration, this book is for you. Photojournalist, social activist, and voice of the poor Jacob Riis was truly ahead of his time, and his collection of true-to-life photos of tenement life at the turn of the last century led to many of the housing reforms we can appreciate today. Look closely and be humble; you might even recognize your great-grandparents among the squalor.
Coney Island: Lost and Found by Charles Denson
Ten Speed Press, 2002
Ah, Coney Island: working-class wonderland, poor man’s paradise. It’s my favourite place in the entire world, and it also has one of the richest, most fascinating histories of any of New York’s neighbourhoods. This book isn’t just written by some historian in California with a penchant for amusement parks, it’s written by a born-and-bred Coney Islander with an undying love for his community. This love is elucidated by the care Charles Denson puts into his research, by his conversations with the locals who give the area its unmistakable flavour, and by his inclusion of decades-worth of personal photographs.
The Works: Anatomy of a City by Kate Ascher
Penguin, 2005
Have you ever wondered how the subway signal system works or what goes on underground in the sewer tunnels? I have. This is because I am a loser. But if you have to, then Kate Ascher’s book will help make everything make sense. New York City’s infrastructure is explained using simple language and detailed diagrams and illustrations. Traffic lights, phone lines, electricity, and waste management (no, not Tony Soprano’s kind) are clearly explained in this fun book and reference guide.