Playing It Cool backdrop
Playing It Cool poster

Playing It Cool (2014)

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

Trailer

Cast

Chris Evans in Playing It Cool

Chris Evans

Narrator

Michelle Monaghan in Playing It Cool

Michelle Monaghan

Her

Topher Grace in Playing It Cool

Topher Grace

Scott

Aubrey Plaza in Playing It Cool

Aubrey Plaza

Mallory

Luke Wilson in Playing It Cool

Luke Wilson

Samson

Martin Starr in Playing It Cool

Martin Starr

Lyle

Anthony Mackie in Playing It Cool

Anthony Mackie

Bryan

Ioan Gruffudd in Playing It Cool

Ioan Gruffudd

Stuffy

Philip Baker Hall in Playing It Cool

Philip Baker Hall

Granddad

Patrick Warburton in Playing It Cool

Patrick Warburton

Dick

Ashley French in Playing It Cool

Ashley French

Ashley Tisdale

Matthew Morrison in Playing It Cool

Matthew Morrison

Matthew Morrison

Jaeden Martell in Playing It Cool

Jaeden Martell

6 Year Old Me

Fabianne Therese in Playing It Cool

Fabianne Therese

College Girl

Gerry Bednob in Playing It Cool

Gerry Bednob

Cabbie / Gabriel

Beverly D'Angelo in Playing It Cool

Beverly D'Angelo

Lyle's Girlfriend

Kyle Mooney in Playing It Cool

Kyle Mooney

Other Dude

Scott Evans in Playing It Cool

Scott Evans

Blissful Boy

Brenda Schmid in Playing It Cool

Brenda Schmid

Blissful Girl

Sarah Dumont in Playing It Cool

Sarah Dumont

Cute Girl

Mikaela Hoover in Playing It Cool

Mikaela Hoover

Lacey

Devon Ogden in Playing It Cool

Devon Ogden

Sadie

Gallery

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FAQ

When was Playing It Cool released?

Playing It Cool was released on September 26, 2014.

How long is Playing It Cool?

Playing It Cool runs for 1h 34m.

What is the rating for Playing It Cool?

Playing It Cool has an average rating of 5.9/10 on Streambay.

What genre is Playing It Cool?

Playing It Cool is classified as Comedy and Romance.

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