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Movies Like When Love Digs a Hole

If you liked When Love Digs a Hole (2018), a comedy and romance movie directed by Ara Ball, 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. 1The Private Lives of Pippa Lee

    The Private Lives of Pippa Lee (2009)

    ★ 5.9/10Also comedy and drama

    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.

  2. 2Tall Girl

    Tall Girl (2019)

    ★ 6.3/10Also comedy and drama

    Jodi, the tallest girl in her high school, has always felt uncomfortable in her own skin. But after years of slouching, being made fun of, and avoiding attention at all costs, Jodi finally decides to find the…

  3. 3I Could Never Be Your Woman

    I Could Never Be Your Woman (2007)

    ★ 5.8/10Also comedy and drama

    A mother falls for a younger man while her daughter falls in love for the first time.

  4. 4The Best You Can

    The Best You Can (2025)

    ★ 7/10Also comedy and romance

    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…

  5. 5Love Don't Co$t a Thing

    Love Don't Co$t a Thing (2003)

    ★ 7.7/10Also comedy and drama

    A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.

  6. 6Friends with Kids

    Friends with Kids (2012)

    ★ 5.9/10Also comedy and drama

    In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can…

  7. 7Love & Sex

    Love & Sex (2000)

    ★ 6.2/10Also comedy and drama

    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…

  8. 8XX/XY

    XX/XY (2002)

    ★ 6/10Also drama and comedy

    Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.

  9. 9The Mother

    The Mother (2003)

    ★ 6/10Also drama and romance

    A grandmother has a passionate affair with a man half her age, who is also sleeping with her daughter.

  10. 10Stargirl

    Stargirl (2020)

    ★ 7.4/10Also comedy and drama

    An unassuming high schooler finds himself inexplicably drawn to the free-spirited new girl, whose unconventional ways change how they see themselves…and their world.

  11. 11You 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…

  12. 12Laggies

    Laggies (2014)

    ★ 6.1/10Also comedy and drama

    Overeducated and underemployed, 28 year old Megan is in the throes of a quarterlife crisis. Squarely into adulthood with no career prospects, no particular motivation to think about her future and no one to relate to…

  13. 13The Half of It

    The Half of It (2020)

    ★ 7.1/10Also comedy and romance

    Shy, straight-A student Ellie is hired by sweet but inarticulate jock Paul, who needs help wooing the most popular girl in school. But their new and unlikely friendship gets tricky when Ellie discovers she has feelings…

  14. 14Angus, Thongs and Perfect Snogging

    Angus, Thongs and Perfect Snogging (2008)

    ★ 6.5/10Also comedy and drama

    Georgia Nicolson is fourteen, lives with nosey parents who don't understand her, an annoying three year old sister and has to wear a beret to school. She would, however, rather be blonde, have a smaller nose and a…

  15. 15The Graduate

    The Graduate (1967)

    ★ 7.6/10Also drama and romance

    A disillusioned college graduate finds himself torn between his older lover and her daughter.

  16. 16Our Story

    Our Story (1984)

    ★ 6.3/10Also drama and comedy

    Robert Avranche, a middle-aged, alcoholic garage owner, is sitting on a train, reflecting on the emptiness of his life. An attractive young woman, Donatienne, suddenly enters the compartment and offers to make love to…

  17. 17Fire with Fire

    Fire with Fire (1986)

    ★ 6.2/10Also drama and romance

    A tough, street-smart kid serving a sentence in a state youth reformatory meets a beautiful, innocent girl studying at a nearby convent. When forbidden love blossoms between them, they must fight the prison…

  18. 18Waiting for Bojangles

    Waiting for Bojangles (2021)

    ★ 7.3/10Also drama and comedy

    A boy and his eccentric parents leave their home in Paris for a country house in Spain. As the mother descends deeper into her own mind, it's up to the boy and his father to keep her safe and happy.

  19. 19I Got Life!

    I Got Life! (2017)

    ★ 6.1/10Also drama and comedy

    Aurore has separated, just lost her job, and learns that she is going to be a grandmother.

  20. 2010 Things I Hate About You

    10 Things I Hate About You (1999)

    ★ 7.6/10Also comedy and romance

    On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister…

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