Usually means: Showing courageous determination and resilience.
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We found 11 dictionaries that define the word pluckiest:

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

(Note: See plucky as well.)

Definitions from Wiktionary (plucky)

adjective:  (informal) Having or showing pluck, courage or spirit in trying circumstances.
▸ Also see plucky


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