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Movies Like How to Lose a Guy in 10 Days

If you liked How to Lose a Guy in 10 Days (2003), a comedy and romance movie directed by Donald Petrie, 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 Wrong Paris

    The Wrong Paris (2025)

    ★ 6.7/10Also romance and comedy

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

  2. 2Breakin' All the Rules

    Breakin' All the Rules (2004)

    ★ 6/10Also comedy and romance

    After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player…

  3. 3Whatever Works

    Whatever Works (2009)

    ★ 7.1/10Also comedy and romance

    Whatever Works explores the relationship between a crotchety misanthrope, Boris and a naïve, impressionable young runaway from the south, Melody. When Melody's uptight parents arrive in New York to rescue her, they are…

  4. 4Keeping the Faith

    Keeping the Faith (2000)

    ★ 6.1/10Also comedy and romance

    Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now…

  5. 5She's Funny That Way

    She's Funny That Way (2015)

    ★ 5.9/10Also comedy and romance

    On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

  6. 6Little Italy

    Little Italy (2018)

    ★ 6.6/10Also comedy and romance

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

  7. 7Fever Pitch

    Fever Pitch (2005)

    ★ 6.2/10Also romance and comedy

    Lindsay is stuck in the middle of her relationship with Ben and his passion for the Boston Red Sox.

  8. 8Chasing Papi

    Chasing Papi (2003)

    ★ 6.7/10Also comedy and romance

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…

  9. 9What's Love Got to Do with It?

    What's Love Got to Do with It? (2023)

    ★ 6.1/10Also romance and comedy

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

  10. 10Prom Pact

    Prom Pact (2023)

    ★ 7.2/10Also comedy and romance

    It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts…

  11. 11Saving Silverman

    Saving Silverman (2001)

    ★ 5.8/10Also comedy and romance

    A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.

  12. 12Isn't It Romantic

    Isn't It Romantic (2019)

    ★ 6.2/10Also comedy and romance

    For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out…

  13. 13Just Wright

    Just Wright (2010)

    ★ 6.6/10Also romance and comedy

    Physical therapist Leslie Wright lands the dream job of working with basketball superstar Scott McKnight, helping him recover from a career-threatening injury. All goes well and soon Leslie finds herself falling in…

  14. 14Pillow Talk

    Pillow Talk (1959)

    ★ 7.1/10Also comedy and romance

    Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a…

  15. 15That Touch of Mink

    That Touch of Mink (1962)

    ★ 6.5/10Also comedy and romance

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…

  16. 16Your Place or Mine

    Your Place or Mine (2023)

    ★ 6.3/10Also romance and comedy

    When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.

  17. 17The Odd Couple

    The Odd Couple (1968)

    ★ 7.4/10Also comedy

    In New York, Felix, a neurotic news writer who just broke up with his wife, is urged by his chaotic friend Oscar, a sports journalist, to move in with him, but their lifestyles are as different as night and day are, so…

  18. 18Crossing Delancey

    Crossing Delancey (1988)

    ★ 5.9/10Also comedy and romance

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is…

  19. 19Relationship Goals

    Relationship Goals (2026)

    ★ 6.4/10Also romance and comedy

    When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…

  20. 20Speechless

    Speechless (1994)

    ★ 6/10Also romance and comedy

    In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.

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