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Movies like Solitary Man (2009)

The best movies like Solitary Man (2009) are Hello I Must Be Going (2012), Enemies, a Love Story (1989) and Sidewalks of New York (2001). If Solitary Man hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Hello I Must Be Going (2012)

    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.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

  2. Enemies, a Love Story (1989)

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

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  3. 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.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  4. Strictly Sexual (2008)

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

    Why it matches: Recommended by TMDB viewers · both drama & comedy

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  5. The Drama (2026)

    A happily engaged couple is put to the test when an unexpected turn sends their wedding week off the rails.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  6. 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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  7. In the Land of Women (2007)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  8. Heartburn (1986)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  9. Young People Fucking (2007)

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  10. 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.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  11. The Good House (2021)

    When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.

    Why it matches: Recommended by TMDB viewers · both romance & drama

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  12. 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.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  13. 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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  14. Rosaline (2022)

    Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Worth the HypeMovies like this
  15. 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.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  16. 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.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  17. The Roses (2025)

    Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while Ivy's own ambitions take off, a tinderbox of fierce competition and hidden resentment ignites.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  18. The Good Girl (2002)

    A discount store clerk strikes up an affair with a stock boy who considers himself the incarnation of Holden Caulfield.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

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  19. Petulia (1968)

    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.

    Why it matches: Recommended by TMDB viewers · both drama & romance

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  20. Revolutionary Road (2008)

    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.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Worth the HypeMovies like this
  21. Monsoon Wedding (2001)

    A stressed father, a bride-to-be with a secret, a smitten event planner, and relatives from around the world create much ado about the preparations for an arranged marriage in India.

    Why it matches: Similar story and style · both comedy & drama

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  22. Elsa & Fred (2014)

    After his daughter persuades him to move into a new apartment, aged widower Fred strikes up a friendship with his eccentric 74-year-old neighbour Elsa, who convinces him it's never too late to keep enjoying life. Although he seemed resigned to a miserable bedridden existence, Fred embraces Elsa's youthful enthusiasm as she introduces him to the path of life and entertains him with outlandish stories about her past life. But when he discovers Elsa's terminally ill, Fred decides to accompany her on the trip of her dreams to the eternal city of Rome to help her fulfil a lifelong ambition.

    Why it matches: Similar story and style · both drama & comedy

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  23. Fire (1997)

    In a barren, arranged marriage to an amateur swami who seeks enlightenment through celibacy, Radha's life takes an irresistible turn when her beautiful young sister-in-law seeks to free herself from the confines of her own loveless marriage.

    Why it matches: Similar story and style · both drama & romance

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  24. The Sleepwalker (2022)

    A recluse painter’s careful routine is shaken up when a mysterious young woman knocks on his door. An encounter that will confront him with his past.

    Why it matches: Similar story and style · both drama & romance

  25. No Thank You (2014)

    Heli Valkonen is desperately in love with her husband. But Matti is just not in the mood. He is only interested in playing computer games, dressed in worn out fleece pants. For him, a shoulder massage is the highest form of intimacy. When subtle hints, nice words and fetching clothes won't help, Heli resorts in direct, and increasingly direct action - in vain.

    Why it matches: Similar story and style · both drama & comedy

  26. Distant Lights (2003)

    Two countries, two towns, one river. The Oder River separates not only Frankfurt in Germany from Slubice in Poland, but entire worlds. People, whether rich or poor, come here in search of happiness—and often find themselves pushed to their limits. A film about people who, by a twist of fate, are inextricably linked for two days—stealing and cheating, loving and helping, hoping and despairing.

    Why it matches: Similar story and style · both drama

  27. Cockles and Muscles (2005)

    Crustacés et coquillages is a fresh French comedy film with numerous surprise turnarounds and about the tolerance of a family of four. The family spend an idealistic summer vacation together where each of the family members gets involved in a new or old relationship.

    Why it matches: Similar story and style · both comedy

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  28. The Celebration (1998)

    The family of a wealthy businessman gather to celebrate his 60th birthday. During the course of the party, his eldest son presents a speech that reveals a devastating secret that turns the night into a battle of truth and denial.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  29. 9 (2009)

    A group of people talk about very different subjects, including a strange course that one of them has just completed. There is tension in the air, although it is not quite clear why. They give the impression that they are killing time while waiting for a job that everyone needs for different reasons. Are they actors looking for a role?

    Why it matches: Similar story and style · both comedy

  30. El examinador (2005)

    Why it matches: Similar story and style · both comedy

Like Solitary Man and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Solitary Man?

The closest matches to Solitary Man are Hello I Must Be Going (2012), Enemies, a Love Story (1989) and Sidewalks of New York (2001). Below are 27 more, each with the reason it matches.

What should I watch after Solitary Man?

Start with Hello I Must Be Going (2012), the closest match to Solitary Man.

What is the highest-rated movie like Solitary Man?

The Celebration (1998), rated 7.7/10 by 1,344 TMDB users.

What is the newest movie like Solitary Man?

The Drama (2026) is the most recent release on this list.

Are there English movies like Solitary Man?

Yes: Hello I Must Be Going (2012), Enemies, a Love Story (1989) and Sidewalks of New York (2001).

How are movies similar to Solitary Man chosen?

First come films that Trakt’s viewers watch alongside Solitary Man, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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