Currently on 8 streaming services & also available on disc.

Playing It Cool (2014)

JustWatch Icon63%
5.9 (32k)
R

Age rating

1h 34min
Playing It Cool

Playing It Cool streaming: where to watch online?

Currently you are able to watch "Playing It Cool" streaming on Peacock Premium Plus or for free with ads on The Roku Channel, Fandango at Home Free, Tubi TV. It is also possible to rent "Playing It Cool" on Amazon Video, Fandango At Home online and to download it on Amazon Video, Fandango At Home.

Besides streaming, you can also buy the movie on DVD from Amazon DVD / Blu-ray and on Blu-ray from Amazon DVD / Blu-ray.

You can also stream the title for free on Hoopla, Fawesome.

Synopsis

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

Videos: Trailers, Teasers, Featurettes

Trailer Preview Image
Trailer Preview Image
Trailer Preview Image
Trailer Preview Image

Cast

Chris Evans
Chris Evans

Narrator

Michelle Monaghan
Michelle Monaghan

Her

Aubrey Plaza
Aubrey Plaza

Mallory

Luke Wilson
Luke Wilson

Samson

Anthony Mackie
Anthony Mackie

Bryan

Ioan Gruffudd
Ioan Gruffudd

Stuffy

Philip Baker Hall
Philip Baker Hall

Granddad

Patrick Warburton
Patrick Warburton

Dick

Ashley French
Ashley French

Ashley Tisdale

Matthew Morrison
Matthew Morrison

Matthew Morrison

Jaeden Martell
Jaeden Martell

6 Year Old Me

Fabianne Therese
Fabianne Therese

College Girl

Gerry Bednob
Gerry Bednob

Cabbie / Gabriel

Beverly D'Angelo
Beverly D'Angelo

Lyle's Girlfriend

Kyle Mooney
Kyle Mooney

Other Dude

Scott Evans
Scott Evans

Blissful Boy

Brenda Schmid
Brenda Schmid

Blissful Girl

Sarah Dumont
Sarah Dumont

Cute Girl

People who liked Playing It Cool also liked

That Awkward Moment
When We First Met
Puppy Love
Finding You
Role Play
Safe Haven
Love Hard
Upgraded
I Want You Back
Genie
All the Old Knives
A Family Man
The Best of Me
Love in the Villa
Love at First Sight

Similar Movies you can watch for free

The Starling Girl
Skin
Golden Arm
The End of Love
Breathe
Together Together
Life, Unexpected
Hot Summer Nights
What About Love
1 Night
Northanger Abbey
Whale Shark Jack
Mail Order Bride
I'll See You in My Dreams
Backstabbing for Beginners

Popular movies coming soon

The Mandalorian and Grogu
Toy Story 5
Avengers: Secret Wars
Shrek 5
Avengers: Doomsday
Wicked: For Good
Avatar: Fire and Ash
Michael
Zootopia 2
Five Nights at Freddy's 2
The Running Man
Predator: Badlands
The Housemaid
Hamnet
28 Years Later: The Bone Temple

Upcoming Comedy movies (streaming & theatrical release)

Other Chris Evans & Justin Reardon movies

Marvel One-Shot: Agent Carter
Avengers: Infinity War
Thor: The Dark World
Deadpool & Wolverine
Chadwick Boseman: A Tribute for a King
Ant-Man
Red One
Disney100 | Special Look
Sunshine
Fantastic Four: Rise of the Silver Surfer
Scott Pilgrim vs. the World
Pain Hustlers
Push

RomCom Hidden Gems