Entertainment

Playing It Cool Movie Quotes 

Movie and TV Quotes
Updated August 14, 2019 214 votes 146 voters 25.6k views 12 items

Below are the best Playing It Cool quotes, from a movie that follows what happens when one writer, who does not believe in love, experiences it for the first time. The romantic comedy was written by Chris Shafer and Paul Vicknair and directed by Justin Reardon. Also known as A Many Splintered Thing, Playing It Cool opened in theaters on May 8, 2015.

In Playing It Cool, the narrator (Chris Evans) yearns to write action but his publisher, Bryan (Anthony Mackie), is pushing him towards romantic comedy to build up his reputation as a scribe. This is quite difficult for the narrator, who has specific negative views on love including feeling as though he could never experience love himself.

But when the narrator meets Her (Michelle Monaghan), he begins to fall in love for the first time in his life. There's only one problem. She is engaged to another man. Despite the wisecracks from his friends (including Topher Grace, Martin Starr, Luke Wilson and Aubrey Plaza), the narrator takes the advice of his granddad (Philip Baker Hall) and tells Her how he really feels.

Playing It Cool brings a new twist on romantic comedies to theaters which are already showing other movies such as Mad Max: Fury Road, Pitch Perfect 2 Hot Pursuit, Maggie, Avengers: Age of Ultron, and Far From the Madding Crowd.

1
Love is Confusing
Love is Confusing is listed (or ranked) 1 on the list Playing It Cool Movie Quotes
Photo: Amazon/Fair Use

Narrator: Love is confusing and it's terrifying and 99 times out of 100 it doesn't work but if we have even the slightest chance of being that one time, I'm willing to regret you for the rest of my life.

The narrator explains, in his own special way, that he loves Her. While he knows love is really difficult to find, for once, he's willing to take his chances.
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2
Love is Like a 401K
Love is Like a 401K is listed (or ranked) 2 on the list Playing It Cool Movie Quotes
Photo: Amazon/Fair Use

Granddad: Love is like your 401k, it matches your investment. You love a little, you're loved a little.

The narrator's grandfather offers him a great analogy about successful relationships. They require putting in a little work, but offer great returns on your investment.
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3
A Feeling Thing
A Feeling Thing is listed (or ranked) 3 on the list Playing It Cool Movie Quotes
Photo: Amazon/Fair Use

Narrator: Love isn't a thinking thing. It's a feeling thing and this is what it felt like for me.

Culminating his whirlwind experience with true love, the narrator explains what love is really about. It's a feeling and for once, he has felt that personally.
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4
Fight for the Girl You Love
Fight for the Girl You L... is listed (or ranked) 4 on the list Playing It Cool Movie Quotes
Photo: Amazon/Fair Use

Granddad: When I met your grandmother, she was engaged to an Italian. I had to steal her. You won't even fight for the girl you love.

The narrator's grandfather urges him to go after Her, regardless of what situation she might be in with another man. The granddad did the same with the narrator's grandmother and they lived happily ever after.
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