100 books like Wonder Boys

As a bad boy protagonist, I’ve always loathed Gene Forrester and love to loathe him. He starts as a quiet, intellectual student whose best friend and roommate is charming, self-confident, athletic, and a daredevil without being arrogant. Gene even seems to admire his roommate for having all those qualities until we learn the truth. He resents him. 

Like Gene, there were times in my life when playing wingman to a vastly more popular friend could be frustrating, doubly so when they made terrible decisions. Yet, Gene’s journey to the heart of darkness helps put things in perspective. There is no better warning against envy and jealousy than the one immortalized by John Knowles.

The actor John Cusack brought me to this movie, and I read the book after the movie and loved it. One of the key differences between the movie and the book is that the movie is set in Chicago, and the book in North London. As someone who grew up in the ’80s, I started with Cusack as the nerdy sidekick in Sixteen Candles and became obsessed with his Lloyd Dobler character in Say Anything; you know, the guy who dressed in a trench coat and held a boom box over his head outside a girl’s window.

The narrator of this novel is a record shop owner in London named Rob, and he starts off with his desert island, all-time, top five most memorable breakups, in chronological order. When we’re in the record shop that Rob owns, the guys are always making lists: top 5 guitar solos, top 5… show more.

This is classic, quintessential British humor, the kind of dry wit that makes you laugh out loud as you’re reading. I didn’t want it to end because of how hilarious I found the main character. Even while being funny, the book does a great job establishing the imposter syndrome the main character feels as a member of the middle class attempting to enter the elite halls of academia as an older graduate student.

He is a fish out of water, incapable of having normal social interactions with his peers, “betters,” or students. Possibly, the best-ever hangover scene in writing occurs in this book. 

Gentlemen and Players is a boarding house story with a dark heart. I picked this one from an aunt’s bookshelf and read it expecting something of the sweetness of Chocolat, but found a far more satisfying story, with twisting questions of identity, class, and revenge. I liked the clever split narrative, which used chess imagery, and the mystery of the Black Pawn, whose identity is deftly concealed until the close of the book. This is a surprising psychological thriller that would make a great book club pick, and I will not forget the rooftop chase nor that bonfire night.

I read this book during my school days, which we are often told are the best of our lives. I enjoyed school, overall, but did encounter more than my fair share of bullies and vindictive teachers. Reading in the school library became my favourite escape, and I devoured this book in one lengthy sitting. I was fascinated and appalled in equal measure by secret society The Vandals, who made the kids at my school look like rank amateurs! After reading this book, the reader is left shell-shocked and wondering if it’s better to comply or to ‘disturb the universe’ as Cormier provocatively puts it.

The phrase “girl in a band” in the title got me to pick this book up off a table in the bookstore. I am the kind of guy who will pick up five or so books at a bookstore, take them over to the most comfortable spot I can find, and read the first few pages to see if I want to buy any of them.

The writer Kim Gordon was in an indie post-punk band called Sonic Youth, and I had just barely heard of them. After three years in Sonic Youth, Kim marries one of her fellow band members, and they stay married for 29 years. This book starts when the two of them take the stage together for the last time as they head for divorce and the band's breakup.

“They say when a marriage ends,” Gordon writes on the first pages, “that little things you never… show more.

The cover of this book has a stack of mix tapes on it and that’s what got me first: that the writer was going to explain love using the metaphor of a mix tape. As a person who has made hundreds of mix tapes myself—and later burned CDs and after that arranged playlists on Spotify—that the phrase mix tape was in the title was enough for me to pick up the book. Plus, I remember back in the 80s when I sat around waiting for a song to come on the radio so I could record it, and that was how I made my first tapes.

Each chapter in this book starts with an image of a mix tape with the songs listed on it. The writer uses the songs on the tape to write about his relationships. The first chapter ends with this line: “I’m going to be up… show more.

“In walks these three girls in nothing but bathing suits.” That’s how Updike’s story A & P starts, and really, all I’m doing in recommending this book to you is actually recommending that you read the story A & P.

I once became an English major mostly because I was an unconfident student, and both of my parents were English teachers. I figured I could go home and get help with my homework if I needed it. I always say Updike’s A & P is the first story I ever really liked. Later, when I made the English Honor Society in college, I was asked to read a story that was important to me, and I chose this one.

I used to think all stories were old like Beowulf or MacBeth, but this one showed me stories could come from situations I’d lived. After all, I had worked in… show more.

This was the first book I’ve seen that re-oriented the United States within a cultural understanding of “the Americas,” a complete resituating of our usually conceived “unique” history. Doing this, Bolaño, a Chilean, puts our own fanatic, right-wing weirdos–religious fanatics, militarists, unhinged hyper-patriotic dictatorial aspirants–into a context where Americans can see ourselves in hemispheric context; these are political pathologies that have historically been seen as much throughout Central and South America as within our own borders.

I found this mind-blowing. This is a collection of fictional biographies, fantastically imagined and yet achingly familiar, and as relevant now as when it was first written more than two decades ago and translated and published in the US in 2009, such that our current politics seem almost pre-scripted by Bolaño’s vision. 

A story about a biographer who pokes into the corners of a Nobel-winning author’s salacious life to write an exposé is juicy enough, but what happens when the latter uses the opportunity to write a counter-exposé on the former? Unstructured in plot and other novel-craft, this book is laden with pithy quotes on the writing life. The biographer and his subject are libidinous, adulterous, and self-absorbed, a testament to the fact that a writer has to be appreciated separately from their work. Also on display are the strategies employed by the publishing industry to keep the reputation and marketability of a once best-selling author alive, long after their effective shelf-life.