Usually means: Dirtiest, most unkempt or soiled.
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We found 9 dictionaries that define the word grubbiest:

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

(Note: See grubby as well.)

Definitions from Wiktionary (grubby)

adjective:  Dirty, unwashed, unclean.
adjective:  (figurative) Disreputable, sordid.
adjective:  Having grubs in it.
noun:  (US, dialect) Any species of Cottus; a sculpin.
▸ Also see grubby


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