Playing It Cool (2014)
The story of a young man disillusioned by love who meets a breathtaking young woman at a charity dinner by pretending to be a philanthropist. Turns out that she’s engaged to a guy who doesn’t like her going on dates. Challenged by the chase, and egged on by his eclectic friends, he feigns a platonic relationship in order to keep seeing her as he tries to conquer her heart
Country: United States of America
Directors: Justin Reardon
Casts: Chris Evans as Narrator, Michelle Monaghan as Her, Topher Grace as Scott, Aubrey Plaza as Mallory, Luke Wilson as Samson, Martin Starr as Lyle, Anthony Mackie as Bryan, Ioan Gruffudd as Stuffy, Philip Baker Hall as Granddad, Patrick Warburton as Dick, Ashley Tisdale as Ashley Tisdale, Matthew Morrison as Matthew Morrison, Jaeden Martell as 6 Year Old Me, Fabianne Therese as College Girl, Gerry Bednob as Cabbie / Gabriel, Beverly D'Angelo as Lyle's Girlfriend, Kyle Mooney as Other Dude, Scott Evans as Blissful Boy, Brenda Schmid as Blissful Girl, Sarah Dumont as Cute Girl, Mikaela Hoover as Lacey, Devon Ogden as Sadie
