93 Books Like Sex and the Single Woman

This might seem like an odd choice if you’re searching for a book to cure your heartbreak—but hear me out.

I think sometimes we stay in relationships that aren’t a great fit for us entirely too long because we’re striving to have a picture-perfect life. Dr. Schafler doesn’t directly take on relationships, but she does teach you how to use your perfectionist tendencies for good, in ways that serve your life and your ambitions, instead of running your life or having you out here making terrible choices (like drunk dialing ol’dude…).

I first learned about Logan Ury listening to the podcast This is Dating. While I was waiting on the second season to drop, I learned about Dr. Ury’s book.

I’m not trying to be ageist, but it was refreshing to hear dating advice from a professional that isn’t older and hasn’t been married for decades. Ury’s dating years being more recent meant she gets the landscape modern daters are struggling to find love in. Her perspective was instantly more relevant to me.

There were also several knowledge gems that she dropped throughout her book that I’d already learned the hard way, which gave me more confidence in giving the new-to-me information she presented a shot.

I read this book in grad school while I was working on an essay for the Los Angeles Review of Books about choosing to be child-free.

Sometimes, you just need some real talk and a reminder that the deck really is stacked against you when it comes to dating. This book helped provide some much-needed perspective so that I could understand that there’s only so much control I have over my own singleness and that there are cultural factors at play. 

A lot of people know Rachel Cargle because of her activism and her community building. But her life story shows how sometimes you have to let go of what you’ve been taught to want so you’re free to go after what you really want.

Rachel wasn’t satisfied being a well-loved, stay-at-home wife in a small Ohio town. But it was hard for her to exit her marriage because we’ve all been taught to find a good man and hang on tight. Rachel did manage to leave and step onto a radically different life path. She’s open in the book about fluidity around her sexuality and exploring non-monogamy.

Szalay sort of exposes—in the most subtle of ironic ways—how men delude themselves with respect to their intentions, their character, their attitudes towards work and women, and all the concomitant notions of competition contained therein.

He's got, it seems to me, a quite Hobbesian worldview going—and that, to me, is refreshing! Of course the writing is for the most part beautiful; but not too beautiful, not too embellished. A bit plangent. A bit lapidary.

One thing I would say is, reading him, I am sometimes tempted to cut the last sentence of his chapters. He often ends with a note, as it were, that strikes me as bathetic. I wonder if in some way he doesn't trust the reader. 

Cutting the last sentence:  that's an old New Yorker magazine trick and I think—even though this may sound presumptuous—his prose'd benefit… show more.

When I first started writing books about single life, I thought my joyful and utterly unapologetic take on it was something fresh and new. Then I discovered Marjorie Hillis’s book–first published in 1936! Full of wit and attitude, it was an instant bestseller and republished in 2008.

Hillis has no patience for people who think a single life is sad, seeing them as hopelessly behind the times. One of the single women described in the book has traveled the world and feels sorry for her married friends tethered to husbands. Hillis feels sorry for the people who have never discovered the joy of being alone, including in bed. Every chapter includes single-at-heart sentiments sure to be treasured.

I’d never read any PG Wodehouse before I found this in a second-hand bookshop on Charing Cross Road. My edition is a huge and ancient green volume that looks like a book of magic – and it is.

It contains all the Jeeves and Wooster stories from the very beginning till the end of their golden age. And they’re in order, so you see the characters and style develop, and watch Bertie follow PG himself to America and back.

It came to me just when I needed it most: I had an absolutely horrible job at the time, the sort where you start dreading Monday morning around about lunchtime on Saturday. Being able to slip away into these stories was like owning a portal to a better world. They contain so many pleasures.

For one thing, PG can construct a sentence that somehow transcends its constituent words to become almost… show more.

The Bridget Jones series is amongst my all-time favourite reads. Bridget’s character has so many aspects that I can identify with, and so many of us experience insecurities about our looks, our talents and our love lives. The whole series is extremely entertaining, but there’s a specific part of The Edge of Reason that resonates with me: the fear I’ve always had when travelling, of ending up in police detention abroad through no fault of my own. It’s fabulously entertaining, but also thought-provoking.

I’ve selected this title as it’s one of the first Jeeves and Wooster books but, to be honest, you could choose any one; they’re all brilliant.

That goes for pretty much all of Wodehouse’s stories. I realise everyone knows these two characters from the various TV series produced over the years. But they may not have read the books. They should. It’s a great credit to the author that whichever actors portray this pair, and others such as Lord Emsworth of Blandings, the characters are instantly recognisable.

I think PG Wodehouse’s characterisation is superb. I admire his eye for details, not only in appearance but in mannerisms and speech. Wooster – the young gentleman – is wealthy, foppish, dapper, scatterbrained and idle. Jeeves – the gentleman’s gentleman – is someone who “from the collar upwards, stands alone.” That phrase alone tells the reader everything they need to know about the… show more.

Florida-based historian David Courtwright is best known for his analyses of the history of drug addiction and the drug business in the United States, but this volume is a fact-filled page-turner on America's lethal violence problem. Courtwright describes a frontier culture in which a reputation for violent capability was an essential social asset and persuasively explicates its similarities with the situation that faces single young men in America's underserved inner cities to this day. The interdisciplinary scope of Courtwright's scholarship guarantees that any reader will learn a great deal from his book. I found it unputdownable.