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Movies Like Dating the Enemy

If you liked Dating the Enemy (1996), a comedy and fantasy movie directed by Megan Simpson Huberman, 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. 1French Girl

    French Girl (2024)

    ★ 6.2/10Also romance and comedy

    Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an…

  2. 2¿Quieres ser mi hijo?

    ¿Quieres ser mi hijo? (2023)

    ★ 8.4/10Also comedy and romance

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

  3. 3Someone Great

    Someone Great (2019)

    ★ 6.4/10Also comedy and romance

    An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one…

  4. 4Mr. Jealousy

    Mr. Jealousy (1998)

    ★ 5.9/10Also comedy and romance

    After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia…

  5. 5Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…

  6. 6Girl on a Bicycle

    Girl on a Bicycle (2013)

    ★ 5.9/10Also comedy and romance

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…

  7. 7I Want You Back

    I Want You Back (2022)

    ★ 6.3/10Also comedy and romance

    Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives…

  8. 8Meet Cute

    Meet Cute (2022)

    ★ 5.8/10Also comedy and romance

    A wildly inventive deconstruction of the romantic comedy built around the question: What would you do if you could travel to your loved ones’ past, heal their traumas, fix their problems, and change them into the…

  9. 9A Nice Girl Like You

    A Nice Girl Like You (2020)

    ★ 5.8/10Also comedy and romance

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…

  10. 10The Invention of Lying

    The Invention of Lying (2009)

    ★ 6.2/10Also comedy and fantasy

    Set in a world where the concept of lying doesn't exist, a loser changes his lot when he invents lying and uses it to get ahead.

  11. 11The 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.

  12. 12How to Date Billy Walsh

    How to Date Billy Walsh (2024)

    ★ 6.4/10Also romance and comedy

    Archie has been in love with his best friend Amelia for as long as he can remember. Just when he builds up the courage to declare his feelings, she falls head over heels for Billy Walsh, a new American transfer student.

  13. 13Long Weekend

    Long Weekend (2021)

    ★ 6.8/10Also romance and comedy

    Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.

  14. 14Mr. Right

    Mr. Right (2016)

    ★ 6.4/10Also comedy and romance

    A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.

  15. 15Pizza Movie

    Pizza Movie (2026)

    ★ 6.4/10Also comedy and fantasy

    A group of college students go downstairs to their dorm lobby to get a delivery pizza. There's only one issue: They're insanely high on a homemade drug, turning their simple journey down two sets of stairs into a…

  16. 16Picture This

    Picture This (2025)

    ★ 6/10Also romance and comedy

    Single and without a man on the horizon, Pia runs a failing photography studio in London with her best friend Jay. As her sister Sonal prepares for marriage and her mother Laxmi urges her to partner up, a spiritual…

  17. 17Maintenance Required

    Maintenance Required (2025)

    ★ 6.1/10Also romance and comedy

    Charlie, the fiercely independent owner of an all-female mechanic shop, is forced to reevaluate her future when a flashy corporate competitor moves in across the street. Seeking comfort, she turns to an anonymous…

  18. 18Desperados

    Desperados (2020)

    ★ 6/10Also comedy and romance

    A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

  19. 19Topper

    Topper (1937)

    ★ 6.7/10Also comedy and fantasy

    Madcap couple George and Marion Kerby are killed in an automobile accident. They return as ghosts to try and liven up the regimented lifestyle of their friend and bank president, Cosmo Topper. When Topper starts to…

  20. 20The Incredible Jessica James

    The Incredible Jessica James (2017)

    ★ 6.1/10Also romance and comedy

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

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