Playing It Cool

Name: Playing It Cool
Genre: Comedy, Romance
Released: 2014-01-01
Rating: 5.8
Cast: Chris Evans, Michelle Monaghan, Topher Grace, Aubrey Plaza, Luke Wilson

2014| 1h 31m| IMDb 5.8

Watch Playing It Cool (2014) for free in the UK on Pluto TV, or with a subscription on Prime Video and THE ICON FILM CHANNEL. Last updated 27 May 2026.

Streaming availability last checked 27 May 2026

Comedy Romance

A man disillusioned about love suddenly discovers the woman of his dreams who happens to be engaged to someone else.

Director: Justin Reardon