It was a term once used to describe exceptional jazz musicians. African-Americans spelled it "hepcat," while their white counterparts heard "cat" and assumed "hep" to be a modifier. Hence, "hep cat."
In 1942 Bob Clampett created the first color Looney Tunes cartoon, The Hep Cat, featuring an unnamed feline that would later develop a lisp and become known as Sylvester, (derived from silvestris, the scientific name for the cat species.) Soon, people were being referred to as all kinds of cats, as in cool cat, crazy cat, and "hep" became "hip."
And it all came from the African Wolof word "hipikat," meaning, "someone finely attuned to his/her environment." Makes sense, right? An inspired improv from a blower in sync with his fellow jazz musicians would trigger the rejoinder "hipikat" from a bystander familiar with the African word. Anglos heard "hep cat" and a new, misheard word was born.
Language is an interesting thing. If you enjoyed that brief summary of "hep cat," then you're definitely my brand of crazy. I enjoyed it, too. Arooo! Aroo-Arooooo!
New subject: Winning a Race
Nothing changes when you win a footrace. But the person who wins the hearts of men and women can wonderfully change the future. Do you have the skill to win the eye, the ear, the doubting heart? Can you win the human race?
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