Playing It Cool
A young man meets and instantly falls in love with an engaged woman.
Where to Stream
Stream in 21 countries
Sorted by distance from 
United States
US United States
CA Canada
GF French Guiana
IE Ireland
GB United Kingdom
GG Guernsey
NO Norway
DK Denmark
BE Belgium
FR FranceShowing 10 of 21 countries.
Cast, directors & writers
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 French
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
Justin Reardon
Director
Chris Shafer
Writer
Paul Vicknair
Writer
About streaming Playing It Cool worldwide
Our listings show subscription, free or ad-supported streaming for Playing It Cool in 21 countries. Providers and access requirements vary by country.
Hoopla and Fawesome are listed with free streaming offers for Playing It Cool in United States. Check the service for account requirements.
Ad-supported streaming is listed on The Roku Channel, Fandango at Home Free, and Tubi TV in United States. Check the provider for access requirements.
Automatically summarized from TMDB watch-provider listings supplied by JustWatch. Listings fetched . Streaming availability can change. Rental and purchase offers are not included.