Etymology
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knowing (adj.)

"with knowledge of truth," late 14c., present-participle adjective from know (v.). From c. 1500 as "shrewd, sharp, smart." Related: Knowingly.

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Definitions of knowing
1
knowing (adj.)
evidencing the possession of inside information;
Synonyms: wise / wise to
knowing (adj.)
characterized by conscious design or purpose;
a knowing act of fraud
Synonyms: intentional / deliberate
knowing (adj.)
alert and fully informed;
a knowing collector of rare books
Synonyms: knowledgeable
knowing (adj.)
highly educated; having extensive information or understanding;
knowing instructors
Synonyms: knowledgeable / learned / lettered / well-educated / well-read
2
knowing (n.)
a clear and certain mental apprehension;
From wordnet.princeton.edu