Usually means: Charmingly carefree and disreputably stylish.
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We found 8 dictionaries that define the word raffishness:

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

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

(Note: See raffish as well.)

Definitions from Wiktionary (raffishness)

noun:  The characteristic of being raffish.

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