Usually means: Most unkempt, shabby, or untidy.
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We found 10 dictionaries that define the word scruffiest:

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

(Note: See scruffy as well.)

Definitions from Wiktionary (Scruffy)

adjective:  Untidy in appearance; scrubby; shabby.
adjective:  Scurfy.
noun:  (informal) An artificial intelligence researcher who believes that intelligence is too complicated (or computationally intractable) to be solved with the sorts of homogeneous system favoured by the "neats".
noun:  Name for a dog.
▸ Also see scruffy


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