Films like Playing It Cool
A young man meets and instantly falls in love with an engaged woman.
10 to watch next
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The List
Film · 2023 · also comedy and romanceAfter her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sle...
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Someone Great
Film · 2019 · also comedy and romanceAn 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 hear...
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Someone Like You...
Film · 2001 · also comedy and romanceJane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But wh...
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¿Quieres ser mi hijo?
Film · 2023 · also comedy and romanceLu, 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 rel...
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Players
Film · 2024 · also comedy and romanceNew 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 wh...
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How to Date Billy Walsh
Film · 2024 · also comedy and romanceArchie 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...
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Desperados
Film · 2020 · also comedy and romanceA 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...
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One Night Only
Film · 2026 · also comedy and romanceTwo love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
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My Sassy Girl
Film · 2008 · also comedy and romanceA guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
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The Incredible Jessica James
Film · 2017 · also comedy and romanceBurned 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.
Films like The Incredible Jessica James →