Track, discover and find where to watch TV shows and movies.

Discover

Movies
TV Shows
Browse
Topics

Account

Watchlist
Watched
Ratings

Legal

Privacy Policy
Terms of Service

© 2026 Movie Browser. All rights reserved.

Data provided by TMDB

backdrop

backdrop

Chris Evans thirsts after an engaged woman and somehow we're supposed to root for him?

Watch

Playing It Cool (2014)

indie romcom fever dreamtoxic narrator syndromeL.A. hipster nonsense

Overview

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

Content warning

amused friends love los angeles, california romance romcom screenwriter lying engaged

commitment-phobia disguised as romanceartistic self-absorptionemotional unavailability as aesthetic

Standout Aspects

Direction

Desperate Wes Anderson cosplay with none of the charm.

Best for:Solo: Background noise while doom-scrolling, honestly.·Date Night: Only if you both hate yourselves equally.·Rewatch: Never. This stays in 2014 where it belongs.

Heads up:Triggers: Protagonist stalks engaged woman, film frames it as cute.

Director

Justin Reardon

ReleasedSep 26, 2014

Runtime1h 34m

StatusReleased

Vibe

Pacesteady

Intensitylow

Tonelight

Feellight

Revenue$1.3M

Top Cast

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

Ask about Playing It Cool

Opens AI chat

Deep Dive

Trivia, insights & behind the scenes

Trivia

Chris Evans produced this himself during his Marvel contract, desperate to prove he could do indie romance. The result speaks for itself.

Cultural

This film is essentially a time capsule of 2014 'cool girl' tropes and male screenwriters writing manic pixie dream girls who feel emotions at them.

Playing it Cool - Official Trailer #1 (2015) - Chris Evans Comedy Movie HD

Playing it Cool - Official Trailer #1 (2015) - Chris Evans Comedy Movie HD

Gallery(14 images)

Recommended

¿Quieres ser mi hijo? movie poster (2023)

¿Quieres ser mi hijo?

Someone Great movie poster (2019)

Someone Great

Someone Like You... movie poster (2001)

Someone Like You...

The List movie poster (2023)

The List

Players movie poster (2024)

Players

How to Date Billy Walsh movie poster (2024)

How to Date Billy Walsh

Desperados movie poster (2020)

Desperados

The Incredible Jessica James movie poster (2017)

The Incredible Jessica James

My Sassy Girl movie poster (2008)

My Sassy Girl

Everybody Loves Somebody movie poster (2017)

Everybody Loves Somebody

Cousins movie poster (1989)

Cousins

Sex Appeal movie poster (2022)

Sex Appeal

About Last Night movie poster (2014)

About Last Night

I Want You Back movie poster (2022)

I Want You Back

Picture This movie poster (2025)

Picture This

More Like This

There's Something About Mary movie poster (1998)

There's Something About Mary

Transamerica movie poster (2005)

Transamerica

Annie Hall movie poster (1977)

Annie Hall

Life Is Beautiful movie poster (1997)

Life Is Beautiful

Frank vs. God movie poster (2014)

Frank vs. God

Pearl Harbor movie poster (2001)

Pearl Harbor

Short Cuts movie poster (1993)

Short Cuts

Manhattan movie poster (1979)

Manhattan

Taxi 5 movie poster (2018)

Taxi 5

Behind The Shadows movie poster (2023)

Behind The Shadows

Good Morning, Vietnam movie poster (1987)

Good Morning, Vietnam

Aladdin movie poster (1992)

Aladdin

Airplane! movie poster (1980)

Airplane!

Moulin Rouge! movie poster (2001)

Moulin Rouge!