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Movies Like Old Boyfriends

If you liked Old Boyfriends (1979), a drama and comedy movie directed by Joan Tewkesbury, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Asylum

    Asylum (2005)

    ★ 6.1/10Also drama and romance

    A woman becomes very curious about one of her psychiatrist husband's inmates, a man who was found guilty in the murder and disfigurement of his former wife.

  2. 2Petulia

    Petulia (1968)

    ★ 6/10Also drama and romance

    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…

  3. 3Just Before I Go

    Just Before I Go (2015)

    ★ 6.4/10Also comedy and drama

    Ted Morgan has been treading water for most of his life. After his wife leaves him, Ted realizes he has nothing left to live for. Summoning the courage for one last act, Ted decides to go home and face the people he…

  4. 4Unfaithful

    Unfaithful (2002)

    ★ 6.7/10Also drama and romance

    A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.

  5. 5Newness

    Newness (2017)

    ★ 6.1/10Also romance and drama

    In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.

  6. 6About Last Night...

    About Last Night... (1986)

    ★ 6.1/10Also comedy and drama

    A man and woman meet and try to have a romantic affair, despite their personal problems and the interference of their disapproving friends.

  7. 7Kinds of Kindness

    Kinds of Kindness (2024)

    ★ 6.5/10Also comedy and drama

    A triptych fable following a man without choice who tries to take control of his own life; a policeman who is alarmed that his wife who was missing-at-sea has returned and seems a different person; and a woman…

  8. 8The Little Death

    The Little Death (2014)

    ★ 6.7/10Also drama and comedy

    A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.

  9. 9The Rules of Attraction

    The Rules of Attraction (2002)

    ★ 6.2/10Also drama and romance

    The incredibly spoiled and overprivileged students of Camden College are a backdrop for an unusual love triangle between a drug dealer, a virgin and a bisexual classmate.

  10. 10Monday

    Monday (2021)

    ★ 6.5/10Also drama and romance

    A spark on a Friday can lead to a sizzling weekend fling, but what happens when you get to the inevitable Monday?

  11. 11London

    London (2005)

    ★ 6/10Also drama and romance

    London is a drug laden adventure that centers on a party in a New York loft where a young man is trying to win back his ex-girlfriend.

  12. 12Fifty Shades Freed

    Fifty Shades Freed (2018)

    ★ 6.7/10Also drama and romance

    Believing they have left behind shadowy figures from their past, newlyweds Christian and Ana fully embrace an inextricable connection and shared life of luxury. But just as she steps into her role as Mrs. Grey and he…

  13. 13Carnal Knowledge

    Carnal Knowledge (1971)

    ★ 6.6/10Also drama and romance

    Two lifelong friends navigate complex sexual encounters and emotional entanglements, wrestling with societal norms and personal desires.

  14. 14Your Friends & Neighbors

    Your Friends & Neighbors (1998)

    ★ 5.8/10Also drama and comedy

    Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug…

  15. 15Family Weekend

    Family Weekend (2013)

    ★ 6.3/10Also comedy and drama

    A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.

  16. 16Fifty Shades Darker

    Fifty Shades Darker (2017)

    ★ 6.5/10Also drama and romance

    When a wounded Christian Grey tries to entice a cautious Ana Steele back into his life, she demands a new arrangement before she will give him another chance. As the two begin to build trust and find stability, shadowy…

  17. 17Time Is Up

    Time Is Up (2021)

    ★ 6.5/10Also romance and drama

    Vivien, an accomplished student with a passion for physics, and Roy, a troubled young man, are involved in an accident that forces them to reclaim their lives one minute at the time.

  18. 18Shortbus

    Shortbus (2006)

    ★ 6.2/10Also romance and comedy

    In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics…

  19. 19Bob & Carol & Ted & Alice

    Bob & Carol & Ted & Alice (1969)

    ★ 6.3/10Also comedy and drama

    After returning to Los Angeles from a group therapy session, documentary filmmaker Bob Sanders and his wife, Carol, find themselves becoming vigilante couples counselors, offering unsolicited advice to their best…

  20. 20Love of Your Life

    Love of Your Life (2026)

    ★ 6.8/10Also romance and drama

    After a chance encounter sparks a sweeping romance, Maya's future is suddenly upended, sending her on an unexpected journey to love and live again.

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