100 books like The Devil Wears Prada

When I had my son almost nine years ago, I dreamed of the day I’d be able to share my favorite childhood books with him. Matilda, which I remembered as a riveting, oddball page-turner, did not disappoint. As I read to him, we cheered for tiny Matilda to topple the mythically bad school principal, Miss Trunchbull, and we laughed until we cried when Matilda’s mother scolded her kind-hearted teacher, Miss Honey, for reading too much.

We still quote the line to each other that cracked us up: “Looks is more important than books, Miss Hunky.” I don’t know why it’s so funny, my son said at the time, but it is.

Bernadette can be difficult to like, but that's partly why I love her character. She's unapologetically authentic with sharp edges and a serious dislike of Seattle. Rather than grimace at her put-downs of my hometown, I laughed because she included inside jokes only Seattlites would understand, and there was a granule of truth in all of it.

I'm intensely interested in the challenges and rewards of motherhood. Portraying it as something emotionally draining and frustrating, utterly consuming and ultimately wonderful, Maria Semple captured what many of us experience using Bernadette as her medium.

This book is indeed a “creation of comic genius,” as Nick Hornby blurbed. The movie didn’t do anything for me; I found Renée Zellweger quite blah, and Hugh Grant was playing the British cad as usual. However, the book was so funny I had a hard time putting it down.

Basically, it is about Bridget, a British “Everywoman” who falls into the clutches of her slimy boss, Daniel, while on a quest for the traditional Holy Grail of womanhood—true love. One of the things I most enjoyed about this chick-lit classic was the rather graphic booze-and-smoking sessions, as well as the eccentric minor characters, especially Bridget’s mother. My mother is also a maverick and very much a free spirit, so this really resonated with me.

I would argue that this novel set up the formula for fresh funny self-deprecating women characters that become heroines of their own stories. Later made into a movie with Ashley Judd and titled Someone Like You, the heroine compares modern-day dating to the rituals of mating in the animal kingdom to hilarious results.  

I adore Jennifer Weiner’s witty, conversational writing style and relatable, three-dimensional characters. With In Her Shoes, Weiner captures the essence of two completely different sisters who are barely on speaking terms. She does it deftly, her characters nuanced and believable, exposing their many flaws and frailties. 

I love this book because it helped me see my own sister in a new light. In the book, the sisters’ actions are so realistic (verbal brutality, sniping, home truths) that I felt guilty about how I’d treated my sister over the years. And yes, I rang her several times whilst reading it, and I bought her a copy the following week. Highly recommended.

This book is dystopian and is really about the downfall of capitalism, but it starts in an office.

Candace Chen has her job and not much else. She goes to work and has little personal life outside of it. She barely even notices when a plague sweeps New York, and everyone leaves, and society crumbles. Her work keeps her busy, and she does it until the money she’s promised shows up in her bank account.

What caught my attention is how well the author communicates the idea that humans become completely adaptable to untenable systems at work, and we keep doing our jobs under nearly any circumstance. Even a plague.

This examination of the conditioning we get to put work first no matter what else is happening is a painful eye-opener. Better boundaries next time, I guess. 

So what if his worldview never makes sense to anyone but himself? I see Holden Caulfield as the quintessential benchmark for a bad boy, shucking off the last few days at the boarding school that expelled him to wander around Manhattan in a daze. Some readers don’t like him so much that they are personally invested in attacking him and what he represents. 

But what is it that he represents, exactly? When I look beyond the surface of his false bravado, he’s a character deeply affected by the death of his brother and is setting out on a quest to understand how to be a real person in a world of phonies. Many of us, as teenagers, also have moments of feeling misunderstood and alone. I know I did, and so did Holden. 

This is one of my favorite books—probably because I was a stressed-out corporate lawyer who definitely can’t iron.

The Undomestic Goddess is the story of a workaholic lawyer who is trying to become a partner at her law firm—only to get fired for an egregious mistake that she can’t believe she made. In her shock, she agrees to become a housekeeper. The only problem is she has no idea how to do any housework, which leads to some hilarious scenes.

I also loved how she figured out the mystery leading to her dismissal. This book made me feel less alone as a stressed-out workaholic lawyer and also made me consider that maybe being a partner at a law firm was not what I really wanted in life.

Octavia is a self-centered, narcissistic young heiress who thinks she deserves the best of everything. When she meets her friend’s fiancé, Jeremy, she has no compunctions about trying to seduce him. But Jeremy’s best friend, Gareth, has other plans. Brought up in the bad side of town and now a self-made millionaire, he decides to teach Octavia that she can’t play with other people’s lives without suffering the consequences.

This engaging story, full of wit and humor, shows us Octavia’s transformation when she drops from riches to rags, falls in love for the first time in her life, and starts to care about other people than herself. Although the heroine might seem unlikeable at first, the author does a fantastic job in penning her journey, and by the end, most women will identify with Octavia.

Cilla McGowan has always been fascinated by her grandmother, Hollywood star Janet Hardy, whose untimely death was ruled a suicide. A former actress herself, Cilla chooses a life away from the big screen and starts a business flipping houses. Her first major project is a farm owned by Janet herself. While restoring the house, Cilla begins to uncover the starlet’s secrets, while falling in love with her new sexy neighbor.

This book is a tribute to Nora Roberts’s unmistakable style, an odyssey of witty dialogue, and beautiful storytelling. Cilla’s quest to find her own path in life is entwined with her drive to learn more about her grandmother, which leads to serious danger when she uncovers a decades-old secret. Romance, mystery, humor, danger, suspense—this book has it all!