Usually means: Most cunning or craftily deceptive.
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We found 13 dictionaries that define the word slyest:

General (11 matching dictionaries)
  1. slyest: Merriam-Webster
  2. slyest: Oxford Learner's Dictionaries
  3. slyest: Collins English Dictionary
  4. slyest: Vocabulary.com
  5. slyest: Wordnik
  6. slyest: Cambridge Advanced Learner's Dictionary
  7. slyest: Wiktionary
  8. slyest: Dictionary.com
  9. slyest: Cambridge Essential American English Dictionary
  10. slyest: FreeDictionary.org
  11. slyest: TheFreeDictionary.com

Business (1 matching dictionary)
  1. slyest: Legal dictionary

Miscellaneous (1 matching dictionary)
  1. slyest: Idioms

(Note: See sly as well.)

Definitions from Wiktionary (Sly)

adjective:  Artfully cunning; secretly mischievous; wily.
adjective:  (having a positive connotation) Dexterous in performing an action, so as to escape notice
adjective:  Done with, and marked by, artful and dexterous secrecy; subtle
adjective:  Light or delicate; slight; thin.
adverb:  Slyly.
noun:  A diminutive of the male given name Sylvester.
▸ Also see sly


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