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sailing: (v.) to manhandle the wind as to propel a sailboat on the very edge of catastrophe. see also: insanity, beastlyness, and epic.
Dude, you wanna go sailing today? It's blowing 35 knots

Did you expect me to say anything other than YES?
by MajorSailor December 20, 2009
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The fine art of getting really wet, really cold, going nowhere really fast, while spending large amounts of money
Sailing owns, though
by jackts9999 May 03, 2009
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A sport that includes leaping over centerboard housing every time you tack causing lots of bruises and cuts on your legs; especially in a 420 (by the way - it's a type of boat - nothing to do with pot dumbasses) and if you are lucky enough not to be cut or bruised on your legs you probably have a concussion from being too slow to duck during a tack or gybe.
by Sailor_Savvy August 26, 2007
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The Greatest Sport in the world. Where you sail a boat via the sail catching wind. You can also race sailboats in something called a regatta this is equivelent to a swim meet on a boat, consisting of a number of races where the boat who did the best overall wins the regatta.
Sailing Rules. Comon Everyone's doing it
by Tom Russell August 18, 2005
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a kool sport, that is on da water
i am going sailing with my frends
by Rik February 02, 2005
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To drink Sailor Jerrys Rum
"Yo dude, wanna go sailing later?"
"Bruce is sailing this evening!"
by hanw June 18, 2008
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