/ Dictionary / Index H heads or tails: Meaning and Definition of Find definitions for: heads' or tails' Pronunciation: [key] a gambling game in which a coin is tossed, the winner being the player who guesses which side of the coin will face up when it lands or is caught. the tossing of a coin in this manner to determine a question or choice. Random House Unabridged Dictionary, Copyright © 1997, by Random House, Inc., on Infoplease. head smut headspring Related Content Daily Word Quiz: careening Analogy of the Day: Today’s Analogy Spelling Bee: Today’s Spelling Bee Frequently Misspelled Words Frequently Mispronounced Words Easily Confused Words Writing & Language