Usually means: Striving utmost; often amusingly surprising.
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We found 7 dictionaries that define the word darndest:

General (6 matching dictionaries)
  1. darndest: Merriam-Webster
  2. darndest: Collins English Dictionary
  3. Darndest, darndest: Wordnik
  4. darndest: Wiktionary
  5. darndest: Dictionary.com
  6. darndest: TheFreeDictionary.com

Slang (1 matching dictionary)
  1. darndest: Urban Dictionary

Definitions from Wiktionary (Darndest)

adjective:  Alternative spelling of darnedest [(euphemistic) Damnedest; most amazing, consternating, etc.]
noun:  Alternative spelling of darnedest [(US) Damnedest; one's best effort.]

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