Playing It Cool is an American romantic comedy film directed by Justin Reardon and written by Chris Shafer and Paul Vicknair. The film stars Chris Evans, Michelle Monaghan, Anthony Mackie, Aubrey Plaza, Patrick Warburton, Ashley Tisdale, Ioan Gruffudd, Topher Grace and Giovanni Ribisi. The narrator (Evans) is a writer and wants to write action but his publisher Bryan (Mackie) wants him to write about romance first. The problem is, the narrator doesn't believe in love. But when he meets Her (Monaghan), he falls for her, only to find out that she is already engaged to Stuffy (Gruffudd).