Solitary Man

Movies Like

Solitary Man (2009)

Comedy, Drama, Romance

If you loved Solitary Man, you'll love these similar films. Handpicked based on shared themes, genre, and feel.

Hello I Must Be Going

Hello I Must Be Going

2012 ★ 5.9

An affair with a 19-year old actor helps reinvigorate life for thirty-something Amy after she moves home to her parents’ house following her divorce.

Enemies, a Love Story

Enemies, a Love Story

1989 ★ 6.2

A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

Blind

Blind

2017 ★ 6.2

A novelist is blinded in a car crash that killed his wife and several years later rediscovers his passion for life and writing when he embarks on an affair with the neglected wife of an indicted businessman.

Petulia

Petulia

1968 ★ 6.0

Dr. Archie Bollen is having a midlife crisis. He's just divorced his wife and is establishing a new life for himself. One night, he catches the eye of Petulia Danner, a charming, free-spirited young woman. Petulia's vibrant personality hides her fear of her abusive husband, David, whose father is a powerful society figure. As Petulia and Archie's feelings for each other grow, they must decide what it is they truly want.

Revolutionary Road

Revolutionary Road

2008 ★ 7.0

A young couple living in a Connecticut suburb during the mid-1950s struggle to come to terms with their personal problems while trying to raise their two children. Based on a novel by Richard Yates.

Heartburn

Heartburn

1986 ★ 6.0

She's a magazine writer who gives up her career for love and family. He's a playboy newspaper columnist who can't quite give up his old tricks. And if that combination doesn't give a relationship heartburn, nothing will.

Greenberg

Greenberg

2010 ★ 5.9

Roger Greenberg, a failed musician now making a living as a carpenter in New York, returns to Los Angeles to house-sit for his brother. He's stranded there—since he doesn't drive—until his brother's assistant, Florence, comes to his rescue. She's as much a lost soul as he is, and the pair form a significant connection—giving Roger a much-needed reason to be happy.

Cherry

Cherry

2010 ★ 6.2

Ivy League Freshman, Aaron Milton (17) gets a different kind of education when he falls for Linda (34) a vivacious former wild-child who has returned to college to straighten out her life. The curriculum gets more challenging when Aaron meets Linda's sarcastic 14 year-old daughter, Beth - who quickly develops a crush on him. The math doesn't work in either direction but the dysfunctional triangle becomes a learning experience for all involved.

Chéri

Chéri

2009 ★ 6.1

The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

In the Land of Women

In the Land of Women

2007 ★ 5.9

After a bad breakup with his girlfriend leaves him heartbroken, Carter Webb moves to Michigan to take care of his ailing grandmother. Once there, he gets mixed up in the lives of the mother and daughters who live across the street.

He Said, She Said

He Said, She Said

1991 ★ 5.9

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.

Jack Goes Boating

Jack Goes Boating

2010 ★ 6.0

A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples.

Strictly Sexual

Strictly Sexual

2008 ★ 6.1

Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.

How to Please a Woman

How to Please a Woman

2022 ★ 6.3

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

Cyrus

2010 ★ 5.9

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.

Breaking & Exiting

Breaking & Exiting

2018 ★ 6.0

Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self discovery and love.

Numb

Numb

2007 ★ 5.9

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.

The Private Lives of Pippa Lee

The Private Lives of Pippa Lee

2009 ★ 5.9

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.

The Best You Can

The Best You Can

2025 ★ 7.0

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.

Almost Friends

Almost Friends

2017 ★ 6.3

A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become closer, the line between friendship and intimacy is blurred, and the situation forces both to examine where they are in their lives.

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