Cast

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 French
as Ashley Tisdale

Matthew Morrison
as Matthew Morrison
Where to Watch
Availability may vary by region. Some links are affiliate links — we may earn a commission at no extra cost to you.
Movie Facts
Release Year
2014
Runtime
1h 34m
Language
English
Rating
5.9 / 10
Box Office
$1M
Production Companies
Wonderland Sound and Vision • Voltage Pictures
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Frequently Asked Questions
Where can I watch Playing It Cool?▼
Check the "Where to Watch" section above for current streaming platforms, rental options, and purchase links for Playing It Cool (2014).
What is Playing It Cool about?▼
A young man meets and instantly falls in love with an engaged woman.
Who directed Playing It Cool?▼
Playing It Cool was directed by Justin Reardon and released in 2014. It is a comedy, romance film.
How long is Playing It Cool?▼
Playing It Cool has a runtime of 1 hours and 34 minutes (94 minutes total).
Who stars in Playing It Cool?▼
The cast of Playing It Cool includes Chris Evans as Narrator, Michelle Monaghan as Her, Topher Grace as Scott, Aubrey Plaza as Mallory, Luke Wilson as Samson and more.
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