Top Definition
A challenge where the loser must endure a humiliating act in which he / she must have a large glass of cold water thrown into his / her face, by the winner, while a crowd of people watch. This act is usually preceded by a sporting event, or a video game (eg. Madden Football).
Brian: "Why did Jay throw that cup of water into Eric's face?"
Steve: "It was a Cup O'Water in the Face Match, and Jay destroyed him!"
by dags25 September 01, 2009

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