Movie·2014·94 min

Playing It Cool

Name: Playing It Cool
Genre: Comedy, Romance
Released: 2014-09-26
Duration: 94 min
Rating: 5.9
Cast: Chris Evans, Michelle Monaghan, Topher Grace, Aubrey Plaza, Luke Wilson

Playing It Cool streams in the US on Hoopla and Fawesome, and free with ads on The Roku Channel, Fandango at Home Free and 1 more app, as of October 5, 2026.

Love... it's a balancing act

5.9 / 10 · TMDBTomatometer 14%Audience 33%Metacritic 30IMDb 5.9Letterboxd 2.6

Scores via MDBList. Rotten Tomatoes and Tomatometer are trademarks of Fandango Media, LLC; Metacritic, IMDb and Letterboxd are trademarks of their owners.

Comedy Romance

A young man meets and instantly falls in love with an engaged woman.

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