Usually means: Gentleman, often on horseback, courteous.
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We found 19 dictionaries that define the word caballero:

General (17 matching dictionaries)
  1. caballero: Merriam-Webster
  2. caballero: Oxford Learner's Dictionaries
  3. caballero: American Heritage Dictionary of the English Language
  4. caballero: Collins English Dictionary
  5. Caballero, caballero: Wordnik
  6. Caballero, caballero: Wiktionary
  7. caballero: Webster's New World College Dictionary, 4th Ed.
  8. caballero: The Wordsmyth English Dictionary-Thesaurus
  9. caballero: Infoplease Dictionary
  10. Caballero, caballero: Dictionary.com
  11. caballero: Online Etymology Dictionary
  12. Caballero (cigarette), Caballero (cycling team), Caballero (surname), Caballero: Wikipedia, the Free Encyclopedia
  13. Caballero: Rhymezone
  14. caballero: AllWords.com Multi-Lingual Dictionary
  15. caballero: FreeDictionary.org
  16. caballero: TheFreeDictionary.com
  17. Caballero: Dictionary of Phrase and Fable (1898)

Miscellaneous (1 matching dictionary)
  1. Arms and Armour (No longer online)

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

(Note: See caballeros as well.)

Definitions from Wiktionary (Caballero)

noun:  A horseman, particularly in the Latin American context
noun:  A Spanish gentleman.
noun:  A Spanish line dance.
noun:  A surname from Spanish.

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