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Movies Like How to Be Single

Loved How to Be Single, should consider this hand-picked list which questions the purpose and weight of our choices while maintaining targets the intellect with complex, multi-layered ideas. Carefully balances character depth with narrative flow makes this a deeper look into what makes these stories stick.

Mood Breakdown
Runtime Cluster

Standard feature-length experiences.

Viewer Fit

Best for fans of who appreciate concise storytelling.

Top Picks

The Lonely Guy
6.2

The Lonely Guy

1984

A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.

My Sassy Girl
6.7

My Sassy Girl

2008

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

Someone Great
6.4

Someone Great

2019

An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.

Something Borrowed
6.2

Something Borrowed

2011

Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

That Touch of Mink
6.4

That Touch of Mink

1962

Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

Two Lovers
6.9

Two Lovers

2008

A depressed man moves back in with his parents following a recent heartbreak and finds himself with two women.

The List
6.0

The List

2023

After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.

Manhattan
7.7

Manhattan

1979

Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.

More Movies Like How to Be Single

Bridget Jones: Mad About the Boy
6.4

Bridget Jones: Mad About the Boy

2025

Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.

Two Night Stand
6.4

Two Night Stand

2014

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Players
6.1

Players

2024

New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

New York, I Love You
5.9

New York, I Love You

2008

New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.

Splendor
6.1

Splendor

1999

Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

Sex Appeal
6.6

Sex Appeal

2022

Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

¿Quieres ser mi hijo?
8.5

¿Quieres ser mi hijo?

2023

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

My Fake Boyfriend
5.9

My Fake Boyfriend

2022

A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.

Trick
6.9

Trick

1999

Gabriel is a young, aspiring musical composer whose life seems stuck in the First Act. When his new musical number gets a critical reception, a theatre colleague, Perry, tells Gabriel that he needs to get a life before he can write about one – so he heads straight for his local gay bar.

What's Your Number?
6.5

What's Your Number?

2011

Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.

Romance & Cigarettes
6.0

Romance & Cigarettes

2005

Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.

Carrie Pilby
6.8

Carrie Pilby

2017

Awkward, isolated and disapproving of most of the people around her, a precocious 19-year-old genius is challenged to put her convictions to the test by venturing out on to the NYC dating scene.

Why These Movies Are Similar

These recommendations share core qualities with How to Be Single (2016): Comedy and Romance themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of How to Be Single.

See full details for How to Be Single (2016)

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