MOVIEPAD
Search icon

Movies Like Born to Gamble

If you liked Born to Gamble (1987), a comedy and drama movie directed by Wong Jing, 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. 1You Will Meet a Tall Dark Stranger

    You Will Meet a Tall Dark Stranger (2010)

    ★ 5.9/10Also comedy and drama

    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…

  2. 2A California Christmas

    A California Christmas (2020)

    ★ 6.4/10Also comedy and romance

    With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.

  3. 3Is This Thing On?

    Is This Thing On? (2025)

    ★ 6.6/10Also comedy and drama

    As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to…

  4. 4Irreplaceable You

    Irreplaceable You (2018)

    ★ 7/10Also comedy and drama

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

  5. 5A California Christmas: City Lights

    A California Christmas: City Lights (2021)

    ★ 6.6/10Also romance and comedy

    Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

  6. 6Blind

    Blind (2017)

    ★ 6.1/10Also drama and romance

    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.

  7. 7Other People's Money

    Other People's Money (1991)

    ★ 6.1/10Also comedy and drama

    When a corporate raider threatens a hostile takeover of a 'mom and pop' company, the patriarch of the company enlists the help of his wife's attractive daughter—who is a lawyer—to stop the takeover. However, the raider…

  8. 8Which Brings Me to You

    Which Brings Me to You (2023)

    ★ 6.3/10Also romance and comedy

    Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of…

  9. 9Fools Rush In

    Fools Rush In (1997)

    ★ 6.5/10Also comedy and drama

    After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.

  10. 10Rosaline

    Rosaline (2022)

    ★ 7.1/10Also romance and drama

    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.

  11. 11Happiness for Beginners

    Happiness for Beginners (2023)

    ★ 6.2/10Also romance and comedy

    At a crossroads after her divorce, a schoolteacher ventures toward a fresh start in life — and love — when she signs up for a grueling group hiking trip.

  12. 12Father of the Bride

    Father of the Bride (1950)

    ★ 7/10Also comedy and romance

    Proud father Stanley Banks remembers the day his daughter, Kay, got married. Starting when she announces her engagement through to the wedding itself, we learn of all the surprises and disasters along the way.

  13. 13Jersey Girl

    Jersey Girl (2004)

    ★ 6.2/10Also comedy and romance

    Ollie Trinke is a young, suave music publicist who seems to have it all, with a new wife and a baby on the way. But life deals him a bum hand when he's suddenly faced with single fatherhood, a defunct career and having…

  14. 14I Met a Girl

    I Met a Girl (2020)

    ★ 6.4/10Also romance and drama

    An aspiring musician struggling with schizophrenia falls for a mysterious woman who may be all in his head. When she suddenly vanishes, he takes off on a cross-country journey across Australia to find her, forcing his…

  15. 15Madame

    Madame (2017)

    ★ 5.9/10Also romance and comedy

    Anne and Bob, a well-to-do American couple, have just moved to a beautiful manor house in romantic Paris. To impress their sophisticated friends, they decide to host a lavish dinner party, but must disguise their maid…

  16. 16Not Easily Broken

    Not Easily Broken (2009)

    ★ 6.3/10Also drama and romance

    A car accident and shifting affections test the bond between a married couple.

  17. 17Love Everlasting

    Love Everlasting (2016)

    ★ 7.4/10Also romance and drama

    Bridger is a young outsider who's always wanted more. He and his mother flee an abusive home, eventually finding a small town in the middle of nowhere. Once there, Bridger finds true acceptance with another misfit.

  18. 18The Right Kind of Wrong

    The Right Kind of Wrong (2013)

    ★ 5.9/10Also romance and comedy

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

  19. 19The Baltimorons

    The Baltimorons (2025)

    ★ 6.3/10Also comedy and drama

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

  20. 20Love in Taipei

    Love in Taipei (2023)

    ★ 6.8/10Also romance and comedy

    A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.

← Back to Born to Gamble