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  1. 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.

  2. Playing It Cool (2014) cast and crew credits, including actors, actresses, directors, writers and more.

  3. Play It Cool: Directed by Tommy Anderson. With Alex Jason Lee King, Anna Greene, Charles Curtice, Frederick Irvin. Reggiemolo is on a cross country trip to meet his biological mother for the first time when he is mistaken for a wanted criminal.

  4. A screenwriter working on a script for a romantic movie is having a hard time because he is a little jaded when it comes to love since his mother abandoned him when he was a boy. So he spends his time ruining every relationship he has.

  5. Official Trailer. This is the story of ME, a young man disillusioned by love, who meets a breathtaking young woman, HER, at a charity dinner by pretending to be a philanthropist. Only one problem: sheÂ’s engaged. Yet, he engages into a platonic relationship to be able to keep seeing her.

  6. Play It Cool: Directed by Michael Winner. With Billy Fury, Michael Anderson Jr., Dennis Price, Richard Wattis. Stars Billy Fury (Britain's answer to Elvis Presley) and features cameos from some other stars from the sixties, with Bobby Vee, Helen Shapiro and Shane Fenton (better known as Alvin Stardust).

  7. 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.

  8. A refreshing romantic comedy told from the guy's perspective. Playing It Cool tells the story of a guy (Chris Evans), who doesn't believe in love. He is a screenwriter by profession. He is told to write a script for a romantic comedy by his boss, Bryan (Anthony Mackie).

  9. Play It Cool (1962) cast and crew credits, including actors, actresses, directors, writers and more.

  10. Discover the top, most popular movies available now! Across theaters, streaming, and on-demand, these are the movies Rotten Tomatoes users are embracing at this very moment, including Spider-Man: No Way Home, The Matrix Resurrections, and Don’t Look Up.