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a cool fool 

a guy who cool but acts the fool and hides it
jack is a cool fool he pretending to be a fool or is be pretending to be cool
a cool fool by Sex vibe July 23, 2018

cool like a fool in a swimming pool 

a possible answer to a "how are you" type question, or a remark about somethings coolness
Stan-"You OK", JIMMY-"no need to worry about me, im cool like a fool in a swimming pool"

Stan- "whose that dude", JIMMY-"IDK, but hes cool like a fool in a swimming pool"

no fools we’re cool 

a group of people are to “cool” for you
melvin- yo bro wassup

kevin- ew no fools we’re cool

coolfool 

some one who can act humorous or foolish and be a fool with out the reprehensible consequences of the actions

or

someone who catches them selves slipping; makes a mistake but quickly recovers smoothly
He's not serious he's just a coolfool

He's not clumsy he's just a cool fool
coolfool by Dizzyrewsky May 28, 2013

sans sheriff 

Lawless use of fonts or typography, with no regard to aesthetics or legibility
I'm putting this CV straight in the bin. Written totally sans sheriff.
sans sheriff by Jamarley July 3, 2019

Breadhead 

Someone who is addicted to obtaining money and building wealth. A money addict and fanatic. Breadheads often work more than one full-time job, and some even participate in illicit activities to "obtain the bread".
A breadhead is like a crackhead, but for money instead of crack.
Breadhead by 🅱️ U S 3 4 8 March 30, 2022