Poster for the movie Playing It Cool

Playing It Cool

2014 • 94 minutes
ComedyRomance

A young man meets and instantly falls in love with an engaged woman.

Picture of Chris Evans

Chris Evans

Narrator

Picture of Michelle Monaghan

Michelle Monaghan

Her

Picture of Topher Grace

Topher Grace

Scott

Picture of Aubrey Plaza

Aubrey Plaza

Mallory

Picture of Luke Wilson

Luke Wilson

Samson

Picture of Martin Starr

Martin Starr

Lyle

Picture of Anthony Mackie

Anthony Mackie

Bryan

Picture of Ioan Gruffudd

Ioan Gruffudd

Stuffy

Picture of Philip Baker Hall

Philip Baker Hall

Granddad

Picture of Patrick Warburton

Patrick Warburton

Dick

Picture of Ashley Tisdale

Ashley Tisdale

Ashley Tisdale

Picture of Matthew Morrison

Matthew Morrison

Matthew Morrison

Picture of Jaeden Martell

Jaeden Martell

6 Year Old Me

Picture of Fabianne Therese

Fabianne Therese

College Girl

Picture of Gerry Bednob

Gerry Bednob

Cabbie / Gabriel

Picture of Beverly D'Angelo

Beverly D'Angelo

Lyle's Girlfriend

Picture of Kyle Mooney

Kyle Mooney

Other Dude

Picture of Scott Evans

Scott Evans

Blissful Boy

Picture of Brenda Schmid

Brenda Schmid

Blissful Girl

Picture of Sarah Dumont

Sarah Dumont

Cute Girl

Picture of Mikaela Hoover

Mikaela Hoover

Lacey

Picture of Devon Ogden

Devon Ogden

Sadie