Playing It Cool

Love... it's a balancing act

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

Comedy Romance

Chris Evans

(Narrator)

Michelle Monaghan

(Her)

Topher Grace

(Scott)

Aubrey Plaza

(Mallory)

Luke Wilson

(Samson)

Martin Starr

(Lyle)

Anthony Mackie

(Bryan)

Ioan Gruffudd

(Stuffy)

Philip Baker Hall

(Granddad)

Patrick Warburton

(Dick)

Ashley Tisdale

(Ashley Tisdale)

Matthew Morrison

(Matthew Morrison)

Jaeden Martell

(6 Year Old Me)

Fabianne Therese

(College Girl)

Gerry Bednob

(Cabbie / Gabriel)

Beverly D'Angelo

(Lyle's Girlfriend)

Kyle Mooney

(Other Dude)

Scott Evans

(Blissful Boy)

Brenda Schmid

(Blissful Girl)

Sarah Dumont

(Cute Girl)

Mikaela Hoover

(Lacey)

Devon Ogden

(Sadie)