How is “play it cool” used?

In Swingers (1996), one line is: “Could we first see if what happens when we play it cool?”

Which movie is “play it cool” from?

The clip at the top of this page is from Swingers (1996).

to deal with a situation in a calm way and not show what you are really feeling

informal · Heard in 9 movies

Oxford100% of films
to deal with a situation in a calm way and not show what you are really feeling
Play it cool!

Definitions from the Oxford Advanced Learner's Dictionary, 9th edition

Could we first see if what happens when we play it cool?

Said in 8 films · #1