10 Best Movies Like Playing It Cool
If you loved Playing It Cool, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.
¿Quieres ser mi hijo?
Why watch this? A perfect follow-up to Playing It Cool for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
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 ...
Someone Great
Why watch this? A perfect follow-up to Playing It Cool for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
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...
Someone Like You...
Why watch this? A perfect follow-up to Playing It Cool for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
Jane 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 when the rel...
The List
Why watch this? A perfect follow-up to Playing It Cool for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
After 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 sleep with so...
Players
Why watch this? A perfect follow-up to Playing It Cool for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
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 take...
How to Date Billy Walsh
Why watch this? A perfect follow-up to Playing It Cool for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.
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 ...