Sailing is the act of doing oxycontin or oxycodone. Usually this would be done by grinding the pill down to powder and then snorting it.
Hey man you want to go get some sail?
Ohhh man I'm so sailled, I just want to layyyy.
I am sailing the C's so hard man.
by TheSailor March 11, 2010
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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 27, 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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To all you dumb fucks who think it is sexual, it is a piece of material extended on a mast to catch the wind and propel a sail boat. Or as a verb it means to go sailing.
"Do you sail?"
"Yeah, I went sailing last weekend and came back soaked and tired."

"That dude has a giant sail on his sailboat!"
"Yeah, I bet that boat does great in regattas!"
by Ija Renrut December 9, 2013
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"sail" is a homosexual term that means "wander from gay bar to gay bar, not leaving until you've let someone 'drop anchor' in your butthole".
J. Dyer has been sailing between Hulas, Angles and The Man Hole all night but hasn't found any takers
by CaptainAloha July 13, 2018
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A verb describing the act of taking a hit of marijuana.
Dude, pass the dutch, it's my turn to sail.
by Alexa Spring March 22, 2006
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