Recurring segment on Letterman
David Letterman: What are we playing for tonight, Alan?
Alan Kalter: Dave, tonight we're playing for a brand new monkey!
by Greg K Nicholson August 02, 2004
Top Definition
A recurring segment on the Late Show with David Letterman where an item is presented and Paul and Dave take guesses at whether or not the item will float or sink in a large pool of water.
It's time for another round of Will It Float, people.
by Athena Kay May 10, 2005
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