100 Books Like The Official Preppy Handbook

As a child, I loved my grandmother’s visits because she would bring all the tabloids I wasn’t allowed to read — and none was better than The National Enquirer. No other outlet reveled so gleefully in scandal: Hollywood stars, politicians, huckster reverends — all were equal targets, and the Enquirer exposed them the way law enforcement nails suspects: Photographic evidence. Can’t lie your way out of a photo. So here’s a ruddy, paunchy, engaged-to-be-married Sen. Ted Kennedy with his 27-year-old paramour, a Miss Alabama runner-up; married presidential candidate Gary Hart, knocked out of the race after daring the media to catch him cheating — which the Enquirer did, running an exclusive picture of mistress Donna Rice sitting on his lap, Hart incredibly wearing a T-shirt reading Monkey Business; and an unprecedented image that changed tabloid journalism and resulted in the Enquirer’s best-selling issue: Elvis Presley in his coffin at… show more.

Speaking of Elvis, this biography, the second of two parts, is among the greatest of the late 20th century. We begin with Elvis entering the U.S. Army in 1958 and follow this increasingly lost soul through the years, his fame metastasizing into something unrivaled, incredible, enviable and wholly malignant. Guralnick captures the singular loneliness Elvis came to suffer, the slow suicide that was his Las Vegas residency, the exploitations of his manager, Col. Tom Parker, and a death so humiliating it finally made Elvis what he had longed to be for decades: Profoundly, squalidly human. None other than Bob Dylan called this Presley biography the one that “cancels out all others.”

The New York Times called this memoir “The Hollywood Chainsaw Massacre!” and it still stands as one of the best. Phillips, who died New Year’s Day 2002, was a self-described “nice Jewish girl from Great Neck,” Long Island who loved the movies, movie stars — and books. She was sharp, unsparing, and became the first female producer to win an Oscar for Best Picture. The closest comp title, I think, is The Kid Stays In The Picture by the late Robert Evans, but Phillips does him better in eviscerating no one so much as herself. And this is someone who describes Rolling Stone Ronnie Wood as “very sweet, but . . . smells terrible,” before asking, “Why don’t the English like to bathe?” An observation that could get one canceled today.

Londoner Tina Brown alights in New York City and falls fast and hard for power-playing, the machinations of billionaires and politicos, the trappings of glamour and wealth and the city itself, whose rococo sensibility she brings to Vanity Fair, a magazine she rescues from irrelevance and turns into a monthly-must read. Brown generated national headlines with her high-low sensibility and indelible cover images (a naked and pregnant Demi Moore scandalized middle America, much to Brown’s delight). She also writes about her guilt as a working mother, the thrill of matching the right journalist to the right story, and her trepidation in fighting for the salary she knew she deserved. A witty and colorful document of the last moment magazines really mattered.

This is an accessible account of history through the lens of how “mistakes were made,” and how most of us aren’t told about them.

It is plain old-fashioned great fun to read about blunders in the worlds of business, sports, pop culture, even some of America’s epic military failures (so long as they happened long ago!). A great corrective to claims that the US is uniquely blessed with perfection.

Where the Girls Are is about a particular generation of women growing up in post War America, and the impact popular media had on their lives, both for good and for bad. It weaves wonderfully smart, often funny, always engagingly written discussions of pop music, movies, and television shows with Douglas’s own experiences at the time. It’s unabashedly feminist—but it isn’t a speech or a political manifesto. It’s an exploration of the push-pull of growing up female at a transitional time, a time in which attitudes toward women were changing, unevenly, and how pop culture reflected the tensions of the times. This book is history, memoir, sociology, media studies, all at once – immensely informative and very entertaining.

A brilliant collection of horror stories, my favourite being Sometimes They Come Back.

I recommend this ghostly tale for its depiction of the fine line between the spirit realm and the world we live in. The narrative of earth-bound ghosts and their determination to exact revenge on the living bringing forth a fierce battle between good and evil. The latter played on my mind as I empathised with the main character’s psychological struggle with recapitulated past events, leaving those around him to question his sanity.

At a time when academics tend to look down their noses at Korean popular culture (Hallyu, literally “the Korean wave”), which in recent years is driving popular culture worldwide, The Birth of Korean Cool is a refreshing analysis based on the supposition that Korea is finally “getting even” with the rest of the world for being underappreciated for thousands of years.

If all my picks so far have been a bit highbrow for you, let’s go in a new direction. Futuristic Violence and Fancy Suits is the work of Jason Pargin (a.k.a. David Wong), former executive editor of Cracked.com, and that should tell you most of what you need to know about his writing. Sometimes clever and insightful, sometimes crass, dumb, and offensive, this book will please anyone who enjoyed Cracked during its heyday, but prefers science fiction to listicles.

I was so moved by Hua Hsu’s memoir, an elegy to a college best friend whose shocking murder forever haunts him, because it spoke to a certain kind of young friendship. One of the things that bound Hsu to Ken was the art they did (and didn’t) like but which they always talked about.

I was reminded of the chance encounters of my most important friendships—the Sunday nights spent watching Mad Men in a dorm room or the hours spent swapping Photoshop edits of anime characters—and transported back to those days of limitless dreaming. How big the world seemed then, and how much art we were so desperate to make for, and about, each other.