Playing It Cool

Beverly D'Angelo as Lyle's Girlfriend Mikaela Hoover as Lacey Luke Wilson as Samson Philip Baker Hall as Granddad Jaeden Martell as 6 Year Old Me Fabianne Therese as College Girl Michelle Monaghan as Her Topher Grace as Scott Anthony Mackie as Bryan Ioan Gruffudd as Stuffy Ashley French as Ashley Tisdale Gerry Bednob as Cabbie / Gabriel Kyle Mooney as Other Dude Scott Evans as Blissful Boy Chris Evans as Narrator Aubrey Plaza as Mallory Patrick Warburton as Dick Matthew Morrison as Matthew Morrison Brenda Schmid as Blissful Girl Sarah Dumont as Cute Girl Devon Ogden as Sadie Martin Starr as Lyle

Jon Poll Co-Executive Producer Deborah Rutherford Makeup Department Head McG Producer Michael Krikorian Utility Sound Corrie Rothbart Co-Producer Jeff Cutter Director of Photography Jake Monaco Original Music Composer Chris Evans Executive Producer Nicolas Chartier Executive Producer, Producer Gabe Hilfer Music Supervisor Andy Cheng Stunt Coordinator Freya Krasnow Casting Assistant Craig J. Flores Producer