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Movies Like The Year I Started Masturbating

If you loved The Year I Started Masturbating's Comedy and Drama storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.

Top Picks

How to Please a Woman
6.4

How to Please a Woman

2022

When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

Cyrus
5.9

Cyrus

2010

With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

Catch and Release
5.9

Catch and Release

2006

For a grieving fiancée, learning to love again requires the help of her late love's three best friends.

Hello, My Name Is Doris
6.4

Hello, My Name Is Doris

2015

A self-help seminar inspires a sixty-something woman to romantically pursue her younger co-worker.

Good Luck to You, Leo Grande
7.0

Good Luck to You, Leo Grande

2022

Nancy Stokes, a retired schoolteacher, is pretty sure she has never had good sex. Now that her husband has died, she is determined to take a tour of sexual vistas that until now she has only imagined. She even has a plan; it involves an anonymous hotel room, and a sex worker who calls himself Leo Grande.

The Private Lives of Pippa Lee
5.9

The Private Lives of Pippa Lee

2009

After her much older husband forces a move to a suburban retirement community, Pippa Lee engages in a period of reflection and finds herself heading toward a quiet nervous breakdown.

Smart People
5.8

Smart People

2008

Professor Lawrence Wetherhold might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.

Numb
5.9

Numb

2007

Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

More Movies Like The Year I Started Masturbating

Sidewalks of New York
6.0

Sidewalks of New York

2001

The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

Love & Sex
6.1

Love & Sex

2000

When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.

In Good Company
6.0

In Good Company

2004

Dan Foreman is a seasoned advertisement sales executive at a high-ranking publication when a corporate takeover results in him being placed under naive supervisor Carter Duryea, who is half his age. Matters are made worse when Dan's new supervisor becomes romantically involved with his daughter an 18 year-old college student Alex.

She Came to Me
6.1

She Came to Me

2023

Composer Steven Lauddem is plagued by a creative block which leaves him unable to finish the score for his big comeback opera. When his former therapist-turned-wife Patricia suggests he rekindle his creativity by getting lost in the city, Steven sets out in search of inspiration. His epiphany comes after he meets a spirited woman named Katrina and discovers his life has much more potential than he bargained for, or ever could have imagined.

The Apartment
8.2

The Apartment

1960

Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.

You Will Meet a Tall Dark Stranger
5.9

You Will Meet a Tall Dark Stranger

2010

Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

Alfie
5.8

Alfie

2004

A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.

Solitary Man
5.9

Solitary Man

2009

A car magnate watches his personal and professional life hit the skids because of his business and romantic indiscretions.

He Said, She Said
5.8

He Said, She Said

1991

Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

The Best You Can
6.9

The Best You Can

2025

Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

Author! Author!
5.9

Author! Author!

1982

A broadway playwright is burning the candle at both ends. He is dealing with pressure from a production nearing premiere, a wife who is leaving him, and 5 children 4 of which belong to her.

Mumford
6.5

Mumford

1999

When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!

Why These Movies Are Similar

These recommendations share core qualities with The Year I Started Masturbating (2022): Comedy and Drama 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 The Year I Started Masturbating.

See full details for The Year I Started Masturbating (2022)

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