Usually means: Private conversation between two people.
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We found 24 dictionaries that define the word one-on-one:

General (18 matching dictionaries)
  1. one-on-one: Merriam-Webster
  2. one-on-one, one-on-one: Oxford Learner's Dictionaries
  3. one-on-one: American Heritage Dictionary of the English Language
  4. one-on-one, one-on-one: Collins English Dictionary
  5. one-on-one: Vocabulary.com
  6. one-on-one: Cambridge Advanced Learner's Dictionary
  7. one-on-one: Wiktionary
  8. one-on-one: Webster's New World College Dictionary, 4th Ed.
  9. one-on-one: Infoplease Dictionary
  10. one-on-one: Dictionary.com
  11. one-on-one: Cambridge Essential American English Dictionary
  12. One-on-one: Wikipedia, the Free Encyclopedia
  13. one-on-one: Rhymezone
  14. one-on-one: FreeDictionary.org
  15. one-on-one: Mnemonic Dictionary
  16. one-on-one: TheFreeDictionary.com

Art (1 matching dictionary)
  1. ODLIS: Online Dictionary of Library and Information Science (No longer online)

Computing (1 matching dictionary)
  1. one-on-one: Encyclopedia

Slang (1 matching dictionary)
  1. one-on-one, one-on-one, one-on-one: Green’s Dictionary of Slang

Sports (3 matching dictionaries)
  1. Hickok Sports Glossaries (No longer online)
  2. Texas Hold'em Dictionary (No longer online)
  3. One-on-one: Sports Definitions

Definitions from Wiktionary (
)
American English Definition British English Definition
adjective:  (chiefly Canada, US) Involving direct communication or competition between two people.
adjective:  (sports) Involving one attacker and one defender.
adjective:  (mathematics) bijective or injective
adverb:  In a one-on-one manner.
noun:  A contest involving only one player on each side, especially of an activity often involving teams.

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