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!"
"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
by Alexa Spring March 22, 2006
by Rockmjd23 October 4, 2003
the act of when a guy is skinny dipping and has boner then lays on his back so that his dick is out of the water and his dick acts like a sail of a ship
guy1: Dude i was skinny dipping yesterday and i saw cody sailing away like a pro
guy2: yeah thats the way to sail!
guy2: yeah thats the way to sail!
by codythegreek May 31, 2011
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?
Did you expect me to say anything other than YES?
by MajorSailor December 20, 2009
The fine art of getting really wet, really cold, going nowhere really fast, while spending large amounts of money
by jackts9999 May 4, 2009