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Sail Boating 

I went to motorboat my girl last night but I was laughing so hard that I just blew on them instead...sail boating!

Sail Boating 

When a girl gets on her knees and blows on your balls so hard they swing like a mast of a sail boat.
Last night my girlfriend got on her knees to suck my cock and instead she blew on my nuts..sail boating.
Sail Boating by titsmcgee555 November 15, 2010

Sail Boating 

Swimming on your back while having a massive erection.
"Dude, did you see Jenny in her new bikini at the pool?"
"Yeah man, I saw her while I was practicing my backstrokes. She had me Sail Boating."
Sail Boating by Sarpa May 25, 2016

Sail boating 

The act of farting against the scrotum during Anal sex, turning it into a spinnaker sail.
After a delicious taco Tuesday meal, she took me sail boating
Sail boating by TeamCook January 21, 2019

Sailboating 

A three-some consisting of two girls and a guy. The guy lays on his back while one girls rides him and the other sits on his face. The two girls face each other holdings hands, creating a triangle or "Sail".

The same thing as Eiffel tower but for 2 girls, 1 guy.
ddannnggggg! Dina and Snooks really know how to go sailboating!!
Sailboating by Sailboatking August 14, 2011

Sailboating 

The acting of rocking a mans member (aka sailboat) back and forth inside a womans vagina (aka cum-boat), this process is refered to as surfing her seas, after which the man finishes within her, this process is refered to as "unloading cargo"

*all aspects must be followed to be considered sailboating
Friend 1: "Dude, what'd you do last night?"
Friend 2: "Not much, just some sailboating."
Friend 1: "Idiot! Think she'll get pregnant?"
Friend 2: "I dont care, not my bitch."
Sailboating by Gary Flongtard December 7, 2011