Sail In

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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. Urban Dictionary

The fine art of getting really wet, really cold, going nowhere really fast, while spending large amounts of money Urban Dictionary

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. Urban Dictionary

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. Urban Dictionary

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. Urban Dictionary

"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". Urban Dictionary

A kool sport, that is on da water Urban Dictionary

A verb describing the act of taking a hit of marijuana. Urban Dictionary

Drinking an abundance of Captain Morgan Original Spiced Rum. Urban Dictionary

A PERSON WHO IS SAD BUT TRIES TO HIDE IT WITH A SMILE Urban Dictionary

Words that sound like sail in:
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