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sailing around the cape 

When a man or woman performs oral sex on a female partner by starting at the clitoris then slowly working the tongue completely around to end up on the anus.
My boyfriend munched my rug so passionately last night and even licked me from my clitoris all the way to my asshole. I just LOVE it when he goes sailing around the cape!
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sailing wait 

How many times a loaded ferry will travel to its destination and back before it it your turn to get on.
It's looks like it's about 3 sailing waits down at the ferry terminal.
sailing wait by SpiderRider3 June 5, 2010

The Ship is Sailing 

When you want 2 people to date you ship them, when they do end up dating, that’s when “the ship is sailing
Hey! Did you hear that jack and Leslie are finally together?

No way! The ship is sailing!

Sailing the internet 

To illegally download content, internet piracy.
So whatcha doing tonight?
I'm sailing the internet looking for movies
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
sailing by Tom Russell September 14, 2005

sandoring 

(verb) To be enthrawled with chicken so much you have to kill every cunt in a particular room to get some chicken.
James wouldn't give Jim his KFC bargain bucket, so Jim started sandoring James.
sandoring by goodwinLAD May 11, 2014

garage sailing 

The pasttime of attending garage sales in pursuit of other peoples junk that may or may not be cool.
I think we'll go garage sailing this weekend for Velvet Elvis'.
garage sailing by rzklkng August 25, 2003