Usually means: Outdo someone in a conversation.
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We found 12 dictionaries that define the word one-up:

General (10 matching dictionaries)
  1. one-up: Merriam-Webster
  2. one-up: American Heritage Dictionary of the English Language
  3. one-up, one-up: Collins English Dictionary
  4. one-up: Wordnik
  5. one-up: Wiktionary
  6. one-up: Webster's New World College Dictionary, 4th Ed.
  7. one-up: The Wordsmyth English Dictionary-Thesaurus
  8. one-up: Dictionary.com
  9. one-up: FreeDictionary.org
  10. one-up: TheFreeDictionary.com

Computing (1 matching dictionary)
  1. One-up: Game Dictionary

Slang (1 matching dictionary)
  1. one-up: Urban Dictionary

(Note: See one-upped as well.)

Definitions from Wiktionary (One-up)

verb:  Alternative form of one up [(idiomatic) To outdo, to perform something slightly better than a competitor's prior effort.]
noun:  Alternative form of one up [(especially in phrases like "get one up on someone") An advantage over someone.]

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