Usually means: Boldly adventurous and courageously daring.
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We found 12 dictionaries that define the word dareful:

General (12 matching dictionaries)
  1. dareful: Merriam-Webster
  2. dareful: Collins English Dictionary
  3. dareful: Wordnik
  4. dareful: Wiktionary
  5. dareful: Infoplease Dictionary
  6. Dareful, dareful: Dictionary.com
  7. Dareful: Online Plain Text English Dictionary
  8. dareful: Webster's Revised Unabridged, 1913 Edition
  9. Dareful: AllWords.com Multi-Lingual Dictionary
  10. dareful: Webster's 1828 Dictionary
  11. dareful: FreeDictionary.org
  12. Dareful: TheFreeDictionary.com

Definitions from Wiktionary (dareful)

adjective:  Full of daring or defiance; adventurous.

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