1
as in cunning
skill in achieving one's ends through indirect, subtle, or underhanded means
admired the politician's wiliness, but questioned his ethics
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2
as in deception
the inclination or practice of misleading others through lies or trickery
her reputation for Machiavellian wiliness made people disinclined to trust her
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as in cute
clever at attaining one's ends by indirect and often deceptive means
a wily judge of character, she takes advantage of car buyers' insecurities to sell them a bigger machine than they really need
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Merriam-Webster unabridged
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