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Answer: COOLCAT
COOLCAT is a crossword puzzle answer that we have spotted 12 times.
Daddy-o
Hip person
*Hipster
Hep individual
Nerd's antithesis
Beat Generation persona
Jazz fan
Hipster
Hipster, and based on their initials, what each of 16-, 22-, 52- and 61-Across is?
She's with it
One who's with it
With-it one