Usually means: Prone to mischievous or improper behavior.
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We found 12 dictionaries that define the word naughtiest:

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

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

(Note: See naughty as well.)

Definitions from Wiktionary (naughty)

adjective:  Mischievous; tending to misbehave or act badly (especially of a child).
adjective:  Sexually provocative; now in weakened sense, risqué, cheeky.
adjective:  (now rare, archaic) Evil, wicked, morally reprehensible.
adjective:  (obsolete) Bad, worthless, substandard.
verb:  To perform sexual acts upon.
▸ Also see naughty

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