Where to Watch Playing It Cool online
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Cast & Crew
Frequently asked questions
What is Playing It Cool about? 
Playing It Cool is a romantic comedy about a cynical screenwriter who doesn't believe in love until he meets the woman of his dreams. Despite being engaged to someone else, he falls for her and tries to win her heart. With the help of his quirky friends, he embarks on a series of misadventures to convince her to choose him over her fiancé. Along the way, he learns that love isn't a rational thing, but a feeling that can't be ignored. Will he succeed in winning her heart, or will he learn to live his own story? Find out in this charming and hilarious romantic comedy.
Where can I stream Playing It Cool?
You can stream Playing It Cool on: Hulu Peacock Amazon Store Fandango at Home Tubi Fawesome
What movies are similar to Playing It Cool?
Some movies that have similar genres and were produced around the same time as Playing It Cool include Love, Rosie, He's Just Not That Into You, Sleeping with Other People, The Other Woman, Walking on Sunshine, Blended.
When was Playing It Cool released in theaters?
Playing It Cool was released in theaters on May 8, 2015.
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