sailboaters

blow-boaters, the worst kind of boaters humanly possible, make boating suck
We are sailboaters, so therefore we have to make sure there is enough blowing going on on our boat.
by blahxxblahxxblah 321456987 January 27, 2008
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sailboat

sort of like motorboating, but you instead of placing your face in between the breasts, one just leans back and "blows the wind into a girls sails" aka breasts less awakward and easier to do in public
hey jess, can i motorboat you?
no way! we're in the middle of a bar, but you can sailboat me!
blow away!
by J BOMMBZ January 27, 2010
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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!!
by Sailboatking August 11, 2011
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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."
by Gary Flongtard December 07, 2011
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Sailboating

The art of coercing a monkey to blow his load into you mouth so you can get high off his jizz.
Bill and Jerry like to go sailboating in the jungles of Costa Rica, because they prefer the old fashion way of getting stoned.
by Agent O November 12, 2010
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Sailboater

A person who embraces the sailboat lifestyle. One who acts better than everyone else, by driving European cars or not waving to no one except people who have sailboats.
Because Norbert likes to sail all day and drive his volvo and never wave to people and act rude and snobby he is considered a Sailboater.

Norbert loves to go sailing and think nothing but of himself.

Branson is from Nantucket, it is the land of Sailboaters.

Boston is a safe haven for Sailboaters, but filled with many assholes. Because they sail.
by Kevin Baines March 04, 2006
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Sailboat

A dick trick.

The man's (or she-man's) penis is wrapped underneath the ball sack till the penis is pulled perpendicular to the body. This is the "boat." Note, the balls remain behind the dick. Then, the scrotum is then stretched into a triangle where base is held against the penis. Note, the top requires pinching the scrotum and pulling up hard, which can be enjoyable or painful. This is the sail. When completed, the penis sailboat appears to be cruising at about 3 knots across the pubis. It's very popular and appropriate for most parties.
Hey, this party needs a kick, should I bust out a sailboat?

Cody's balls are so big his sailboat would be hella' fast.

I was surprised how much she liked my sailboat trick, then she let me dock my boat in her lady bay.
by ucla sailor January 03, 2012
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