Usually means: Coin flip determining two outcomes.
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We found 11 dictionaries that define the word heads or tails:

General (10 matching dictionaries)
  1. heads or tails: Merriam-Webster
  2. heads or tails: Wordnik
  3. heads or tails: Cambridge Advanced Learner's Dictionary
  4. heads or tails: Wiktionary
  5. heads or tails: Infoplease Dictionary
  6. heads or tails, heads or tails: Dictionary.com
  7. Heads or Tails (disambiguation), Heads or Tails, Heads or tails: Wikipedia, the Free Encyclopedia
  8. Heads or Tails: Dictionary of Phrase and Fable (1898)
  9. heads or tails: FreeDictionary.org
  10. Heads or tails: TheFreeDictionary.com

Miscellaneous (1 matching dictionary)
  1. heads or tails: Idioms

Definitions from Wiktionary (heads or tails)

noun:  (idiomatic) The practice of flipping a coin in the air, to choose between two alternatives based on which side lands face up.

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