Play it by ear

Another way of saying "go with the flow." Usually used when there's no set plans and everything furthermore will be done when it's done (or spontaneously).

Guy 1: "what are the plans for tomorrow night? Any parties?"

Guy 2: "idk, guess we'll just play it by ear."

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play hardball

To play hardball means you are going to get really serious.

To not hold anything back. To go all-out.

That bastard hasn't paid me back the $100 he owes me. I'm gonna play hardball now.

I wouldn't mess with the principal if I were you. He knows how to play hardball.

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playing hooky

Skipping school or work.

Play hooky, 'be absent from school without an excuse', is an Americanism first recorded around 1848. Bartlett's Dictionary of Americanisms gives this slightly later example: "He moped to school gloomy and sad, and took his flogging, along with Joe Harper, for playing hookey the day before." (Mark Twain, Tom Sawyer) And here's another example showing the extended use of the term: "I played hookey from the Appropriations Committee this morning." (Harry Truman, Dear Bess)

Play hooky is probably derived from the Dutch term hoekje (spelen) 'hide-and-seek'. The Dutch word hoek means 'corner'-- the boys in 17th-century New Amsterdam played this game around the corners of the street. Hide-and-seek was a different game back then--the players had to search for a hidden object. Although play hooky originally referred to the game of hide-and-seek, it also had other meanings in the 17th and 18th centuries. It wasn't until the 19th century that schoolchildren began using play hooky to mean 'skip school.'

It's also been suggested that play hooky comes from the verb hook, euphemistically meaning 'to steal', or from the phrase hook it, meaning 'to escape, run away, make off'. These derivations are unlikely-- the Random House Dictionary of American Slang points out that the term hook it was not used in the United States until after 1848.

Play hooky was originally slang, but now, of course, it's standard English. But you're right in noting that the term isn't used very much anymore.

It's a beautiful day today. I feel like playing hooky.

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Workday Play

Any sort of sexual activity done during the days of Monday-Thursday.

Any sort of sexual favors received during a non-weekend.

Mark: Dude, did you hook up with Susan on Tuesday?

Jack: Hell yeah, man! Workday Play!

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Play Cudi

being high at work, especially at night. Derived from the Kid Cudi music video "Day N Night Crookers Remix".

Man, I was so bored last night at work; I decided to play cudi.

fowl play

Fun activity with chickens, often misinterpreted as something nefarious.

Very early in my charmed childhood I was introduced to fowl play by my schizophrenic uncle.

Played the Kizzack

To hold someone hostage

"I Got A Story To Tell"-notorious B.I.G
I'm the nigga, you know how we do it
nigga, ransom note style put the scarf around my motherfuckin face,
gagged that bitch up, played the kizzack