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  1. Playing It Cool is a 2014 American romantic comedy film directed by Justin Reardon and written by Chris Shafer and Paul Vicknair. The film stars Chris Evans and Michelle Monaghan.

  2. May 8, 2015 · Playing It Cool: Directed by Justin Reardon. With Chris Evans, Michelle Monaghan, Topher Grace, Aubrey Plaza. Unrequited love motivates a guy to write about his experiences.

  3. Jan 13, 2015 · Whether it's the latest studio release, an indie horror flick, an evocative documentary, or that new RomCom you've been waiting for, the Movieclips team is here day and night to make sure all the...

  4. A cynical screenwriter reluctantly working on a rom-com finds his views on love changing when he falls for a woman who's already in a relationship. Watch trailers & learn more.

  5. Sep 12, 2014 · Like a young Walter Mitty using the power of imagination and wild vignettes, HE will stop at nothing to conquer HER heart. Director: Justin Reardon Starring: Chris Evans, Michelle Monaghan, Luke ...

  6. Is Playing It Cool streaming? Find out where to watch online amongst 15+ services including Netflix, Hotstar, Hooq.

  7. May 8, 2015 · A lovestruck man (Chris Evans) enters into a platonic relationship with a woman (Michelle Monaghan) who's already engaged to someone else.

    • (28)
    • Romance, Comedy, Drama
    • R
  8. The story of a young man (Chris Evans) who meets and instantly falls in love with a young woman. But there's a problem...she's engaged. Will staying in the friend-zone pay off, or is he stuck there forever? Either way, he'll have to play it cool.

  9. "Playing It Cool" follows a young man disillusioned by love, who meets a breathtaking young woman at a charity dinner by pretending to be a philanthropist. Only one problem: she's engaged. Yet, he engages into a platonic relationship to be able to keep seeing her.

  10. May 8, 2015 · Playing It Cool (2014) R 05/08/2015 (US) Comedy , Romance 1h 34m. User. Score. What's your Vibe ? Play Trailer. Love... it's a balancing act. Overview. A young man meets and instantly falls in love with an engaged woman. Justin Reardon. Director. Paul Vicknair. Screenplay. Chris Shafer. Screenplay.