86 books like Sex and the Single Woman

By Eliza Smith (editor), Haley Swanson (editor),

Here are 86 books that Sex and the Single Woman fans have personally recommended if you like Sex and the Single Woman. Shepherd is a community of 10,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Perfectionist's Guide to Losing Control: A Path to Peace and Power

Minda Honey Author Of The Heartbreak Years: A Memoir

From my list on reads to get over your ex.

Why am I passionate about this?

I was the type of kid who tossed a coin in a fountain and wished that every day could be Valentine’s Day. So, it’s no surprise that my younger years were dominated by dating, love, and heartbreak. I learned enough about the matter to even have my own dating advice column for a few years. Mostly what I’ve learned is how important it is to have compassion for yourself and to know you’re not the only one having a hard time finding your forever love. I hope these book picks bring you some comfort.

Minda's book list on reads to get over your ex

Minda Honey Why did Minda love this book?

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…).

By Katherine Morgan Schafler,

Why should I read it?

1 author picked The Perfectionist's Guide to Losing Control as one of their favorite books, and they share why you should read it.

What is this book about?

'Her book is life-changing.' GOOP

'The definitive guide for anyone who's ready to walk a crucial pathway: from the appearance of control, to the possession of a quiet power.' SUSAN CAIN

'This book will forever change the way you view perfectionism and yourself. An irresistible invitation to reclaim your natural state of wholeness, your joy and your life.' DEEPAK CHOPRA

'Gives you permission to be more in a world that's telling you to be less.' LORI GOTTLEIB

'Provocative... identifies the strategies and mindsets every high-achieving woman needs to quell her inner critic and embrace her true talents.' HOLLY WHITAKER

The…


Book cover of How to Not Die Alone: The Surprising Science That Will Help You Find Love

Minda Honey Author Of The Heartbreak Years: A Memoir

From my list on reads to get over your ex.

Why am I passionate about this?

I was the type of kid who tossed a coin in a fountain and wished that every day could be Valentine’s Day. So, it’s no surprise that my younger years were dominated by dating, love, and heartbreak. I learned enough about the matter to even have my own dating advice column for a few years. Mostly what I’ve learned is how important it is to have compassion for yourself and to know you’re not the only one having a hard time finding your forever love. I hope these book picks bring you some comfort.

Minda's book list on reads to get over your ex

Minda Honey Why did Minda love this book?

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.

By Logan Ury,

Why should I read it?

1 author picked How to Not Die Alone as one of their favorite books, and they share why you should read it.

What is this book about?

'A definitive guide for a generation navigating the murky waters of modern love' Esther Perel

A funny and practical guide to help you find, build, and keep the relationship of your dreams.

Have you ever looked around and wondered, "Why has everyone found love except me?" You're not the only one. Great relationships don't just appear in our lives - they're the culmination of a series of decisions, including who to date, how to end it with the wrong person, and when to commit to the right one. But our brains often get in the way. We make poor decisions,…


Book cover of It's Not You: 27 (Wrong) Reasons You're Single

Minda Honey Author Of The Heartbreak Years: A Memoir

From my list on reads to get over your ex.

Why am I passionate about this?

I was the type of kid who tossed a coin in a fountain and wished that every day could be Valentine’s Day. So, it’s no surprise that my younger years were dominated by dating, love, and heartbreak. I learned enough about the matter to even have my own dating advice column for a few years. Mostly what I’ve learned is how important it is to have compassion for yourself and to know you’re not the only one having a hard time finding your forever love. I hope these book picks bring you some comfort.

Minda's book list on reads to get over your ex

Minda Honey Why did Minda love this book?

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. 

By Sara Eckel,

Why should I read it?

1 author picked It's Not You as one of their favorite books, and they share why you should read it.

What is this book about?

“Why am I still single?”

If you’re single and searching, there’s no end to other people’s explanations, excuses, and criticism explaining why you haven’t found a partner:

“You’re too picky. Just find a good-enough guy and you’ll be fine.”
“You’re too desperate. If men think you need them, they’ll run scared.”
“You’re too independent. Smart, ambitious women always have a harder time finding mates.”
“You have low self-esteem. You can’t love someone else until you’ve learned to love yourself.”
“You’re too needy. You can’t be happy in a relationship until you’ve learned to be happy on your own.”

Based on…


Book cover of A Renaissance of Our Own: A Memoir & Manifesto on Reimagining

Minda Honey Author Of The Heartbreak Years: A Memoir

From my list on reads to get over your ex.

Why am I passionate about this?

I was the type of kid who tossed a coin in a fountain and wished that every day could be Valentine’s Day. So, it’s no surprise that my younger years were dominated by dating, love, and heartbreak. I learned enough about the matter to even have my own dating advice column for a few years. Mostly what I’ve learned is how important it is to have compassion for yourself and to know you’re not the only one having a hard time finding your forever love. I hope these book picks bring you some comfort.

Minda's book list on reads to get over your ex

Minda Honey Why did Minda love this book?

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.

By Rachel E. Cargle,

Why should I read it?

1 author picked A Renaissance of Our Own as one of their favorite books, and they share why you should read it.

What is this book about?

What would life be like if we had the courage to say, 'I want something different'?

'Elegant, thoughtful, vulnerable, and inspiring' Elizabeth Gilbert

From a highly lauded modern voice in feminism and racial justice comes a deeply personal and insightful testament to the power of reimagining - the act of creating in our mind's eye that which does not but can and should exist

We all experience breaking points, those moments when we realise that something must change. For activist, philanthropist, and CEO Rachel E. Cargle, reimagining - relationships, work, education, rest, faith and power - saw her through some…


Book cover of All That Man Is

John Andrew Fredrick Author Of The King Of Good Intentions Part Three

From my list on reads if your rock ‘n’ roll party days are over.

Why am I passionate about this?

I’m a perfect of exemplar of an author whose party days are decidedly not over, but I’m doubtless at the age/stage where I’m bloody contemplating at least paring down my intakes plural. Not that I’m still at it like a Sophomore or anything but I’m hanging in there. I get a great, tingly buzz (you had to have seen this coming!) recommending great books to keen readers. I live in a library—essentially—and friends who visit for a beer or a spliff most often leave with a book I’ve given them. Now you lot are gonna ask me to lend you some scratch! Now you’ve gone and done it, John! Haha.

John's book list on reads if your rock ‘n’ roll party days are over

John Andrew Fredrick Why did John love this book?

Szalay sort of exposesin the most subtle of ironic wayshow 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 goingand 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 thinkeven though this may sound presumptuoushis prose'd benefit…

By David Szalay,

Why should I read it?

1 author picked All That Man Is as one of their favorite books, and they share why you should read it.

What is this book about?

SHORTLISTED FOR THE 2016 MAN BOOKER PRIZE

WINNER OF THE EDGE HILL READER'S CHOICE AWARD

Nine men. Each of them at a different stage of life, each of them away from home, and each of them striving - in the suburbs of Prague, beside a Belgian motorway, in a cheap Cypriot hotel - to understand just what it means to be alive, here and now.

Tracing an arc from the spring of youth to the winter of old age, All That Man Is brings these separate lives together to show us men as they are - ludicrous and inarticulate, shocking…


Book cover of The World of Jeeves

Christopher Shevlin Author Of The Spy Who Came in from the Bin

From my list on making you laugh and feel better.

Why am I passionate about this?

I write books that I hope will make people laugh and feel better – so far, they are the three Jonathon Fairfax novels and a novella called The Pursuit of Coconuts. I suffer from depression, and have always found the world quite a difficult and confusing place, so – ever since I learned to read – I’ve escaped into books. Reading is so soothing and absorbing, and there’s something oddly intimate about joining an author inside a book. When a book’s genuinely funny, it feels as though – in a flash – it reveals the essential foolish absurdity of the world. I’ve listed five of the books that have worked that little miracle on me.

Christopher's book list on making you laugh and feel better

Christopher Shevlin Why did Christopher love this book?

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…

By P G Wodehouse,

Why should I read it?

1 author picked The World of Jeeves as one of their favorite books, and they share why you should read it.


Book cover of Violent Land: Single Men and Social Disorder from the Frontier to the Inner City

Martin Daly Author Of Killing the Competition: Economic Inequality and Homicide

From my list on why people sometimes kill one another.

Why am I passionate about this?

When my late wife Margo Wilson suggested, over 40 years ago, that we should study homicides for what they might reveal about human motives and emotions, her idea seemed zany. But when we plunged into police investigative files and homicide databases, we quickly realized that we had struck gold, and homicide research became our passion. Our innovation was to approach the topic like epidemiologists, asking who is likely to kill whom and identifying the risk factors that are peculiar to particular victim-killer relationships. What do people really care about? Surveys and interviews elicit cheap talk; killing someone is drastic action.  

Martin's book list on why people sometimes kill one another

Martin Daly Why did Martin love this book?

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.   

By David T. Courtwright,

Why should I read it?

1 author picked Violent Land as one of their favorite books, and they share why you should read it.

What is this book about?

This book offers a look at violence in America - why it is so prevalent, and what and who are responsible. David Cartwright takes the long view of his subject, developing the historical patterns of violence and disorder in this country. Where there is violent and disorderly behaviour, he shows, there are plenty of men, largely young and single. What began in the mining camp and bunkhouse has simply continued in the urban world of today, where many young, armed, intoxicated, honour-conscious bachelors have reverted to frontier conditions. "Violent Land" combines social science with a narrative that spans and reinterprets…


Book cover of Really Good, Actually

Genevieve Novak Author Of Crushing

From my list on to break you out of a reading slump.

Why am I passionate about this?

I'm a contemporary romance writer with two novels: No Hard Feelings and Crushing, stories about complex, messy women making mistakes and learning from them. As I work on my third novel, I'm remembering how hard it is to write when you're in a reading rut. Sometimes every book I pick up is disappointing, and reading feels like a chore, and I risk losing momentum. Sometimes I need something familiar to get back on track and remember why I love my job. These books feel like a long exhale. I can come to them with an overloaded brain, bad moods and doubt and discontent, and turn the last page restored.

Genevieve's book list on to break you out of a reading slump

Genevieve Novak Why did Genevieve love this book?

Someone call the police, because Heisey has broken into my brain, looked around, and written a story containing every thought I’ve ever had.

There’s nothing quite like feeling seen on the page to make you feel less alone as you flounder, break down, circle the drain, and look down the barrel of total oblivion, and it’s a rare privilege to find a story that does all of this with wit and warmth.

The term “sad girl lit” gets thrown around a lot, and while no one could accuse protagonist Maggie of being happy (or content, or even stable), Heisey resists the sinkhole of self-pity and exhausting melancholy that so often turns books in this niche into a chore.

Self-destructive yet self-aware women who make all the worst decisions and come to their own rescue – unite!

By Monica Heisey,

Why should I read it?

1 author picked Really Good, Actually as one of their favorite books, and they share why you should read it.

What is this book about?

The No. 2 SUNDAY TIMES Bestseller An Observer Best Debut of the Year 'Intoxicating ... heralds a really good author to watch' The Times 'Hilarious and profound' Dolly Alderton, author of Everything I Know About Love 'Wildly funny and almost alarmingly relatable' Marian Keyes, author of Again, Rachel 'Monica Heisey is a genius' Nina Stibbe, author of Reasons to be Cheerful

One of the most hotly anticipated, hilarious and addictive debut novels of 2023, from Schitt's Creek and Workin' Moms screenwriter and electric new voice in fiction, Monica Heisey.

I feel like when you get a divorce everyone's wondering how…


Book cover of Here Lies My Heart: Essays on Why We Marry, Why We Don't, and What We Find There

Anna Pasternak Author Of The American Duchess: The Real Wallis Simpson

From my list on books to touch your heart.

Why am I passionate about this?

I am a nonfiction writer who aims to bring heart to my writing. If I can move the reader and enable them to connect to their inner world, then I consider that I have been successful. As I consider my purpose is rehabilitating women whom history has mistreated, my way into these misunderstood women is to examine their inner lives. What moves them and how they manage to survive and surmount their own heartbreak is the question that I am most interested in.

Anna's book list on books to touch your heart

Anna Pasternak Why did Anna love this book?

This book is a fearsomely clever collection of essays on love, marriage, and adultery, all written through the lens of trying to better understand the complexity of the human heart. Touching and tender, these explorations of relationships are wincingly honest and clearly written straight from the writer’s heartfelt experience

There is a purity of emotional intelligence to the book, which I find reassuring. Reading about the writers' relationship f*ck-ups, which they stumble into as if falling into potholes, made me feel okay about my own stumbling efforts to navigate my emotional life.

By Beacon Press,

Why should I read it?

1 author picked Here Lies My Heart as one of their favorite books, and they share why you should read it.

What is this book about?

This book is for the once, never, and much married. For believers and skeptics, love's fools and love's thieves. It is for people with long memories and long histories and for people who reinvent themselves in every new town, new decade, new relationship. This book is for everyone whose heart lies where it should, where it shouldn't, and, in the end, where it must. -Amy Bloom, from the Foreword In these intensely personal essays, contemporary writers probe their experiences in and thoughts about one of our most enduring social and cultural institutions. Husbands and wives celebrate marriages that work, mourn…


Book cover of The Lonely Passion of Judith Hearne

James Lawless Author Of Letters to Jude

From my list on understanding experimental and literary fiction.

Why am I passionate about this?

I am a novelist, poet, and short story writer born in Dublin, Ireland. I have always been interested in literature particularly books which I deem as works of art and which throw light on the human condition, something which I try to do in my own work. I have broadcast my poetry and prose on radio and write book reviews for national newspapers. I divide my time now between Kildare and my little mountain abode in West Cork. 

James' book list on understanding experimental and literary fiction

James Lawless Why did James love this book?

I was so moved when I read The Lonely Passion of Judith Hearne that it inspired me to write my novel with my protagonist Laurence J Benbo as a male equivalent of Judith Hearne, an innocent exploited by an uncaring world. The quotidian details of Judith’s life are delineated brilliantly by Moore in all her wretchedness reminiscent of some of the characters in Joyce’s Dubliners which Moore would have read and which possibly influenced him. The dark surroundings of Judith’s life lead her into a fantasy world aided by her one necessary weakness—alcohol. But, as Moore points out, it doesn’t have to end tragically. There is a glimmer of hope with life going on, but nothing as before.

By Brian Moore,

Why should I read it?

2 authors picked The Lonely Passion of Judith Hearne as one of their favorite books, and they share why you should read it.

What is this book about?

One of The Guardian’s “1,000 Books to Read Before You Die”

This underrated classic of contemporary Irish literature tells the “utterly transfixing” story of a lonely, poverty-stricken spinster in 1950s Belfast (The Boston Globe)

Judith Hearne is an unmarried woman of a certain age who has come down in society. She has few skills and is full of the prejudices and pieties of her genteel Belfast upbringing. But Judith has a secret life. And she is just one heartbreak away from revealing it to the world.

Hailed by Graham Greene, Thomas Flanagan, and Harper Lee alike, The Lonely Passion of…


5 book lists we think you will like!

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