sailboats

Randy: Ohhhhhhh, I just got beat with sailboats against my two pair, worst beat of my life!!!
by Baker Rawlings January 26, 2006
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sailboats

(n.) (synonym for sluts)
-referring to sluts in the manner or basis that girls (sluts) are just like sailboats; riding a sailboat is great fun, just as sailboats are great to look at and examine it's special unique features that every boat does not retain(same with hotties when enjoying tits, ass and facial features); but messing with the masts, the angles, wind direction and whatnot gets old quick.

Similar to playing with the same hottie for an overly extended period of time, you get bored and wanna jump off the boat just as why you always anchor the sailboat, jump off and go for a swim. Even though your sailboat(slut) may be very intriguing and fun to play with, you always want to upgrade.
hence the reason why large sailboats will have a jet ski or jet boat on the back, just as we keep hotties on the backburner.

friend A: Bra, that sailboat wanted to wife me up
friend B: Jesus dude, same here man. thats why i had to sail asap
friend C: ya man, thats why you gotta get on the boat, go for a quick sail around, then hit the docks to find a new boat to sail for a few days
Random Guy: F*cking sailboats
Random Guy's friend: oh sluts sluts sluts
Used in a sentence: got some sexy sailboats out here today
sluts gap
by suzy greenberg114 February 01, 2011
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SailBoat

A fully strected out ballsack, resembeling the sail on a sailboat.
I cant believe he showed your mom the sailboat.
by tom clancey February 11, 2004
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Sailboat

When you put your penis in a girl and you have your friend jump on a bed to create a wave like movement
Hey Jesse, I just bought a new waterbed... do you mind sailboating for me and Nina?
by Mr. Big Putt August 18, 2019
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Sailboat

A sexual act that requires 3 people. 2 girls, & 1 dude. The guy lays down on his back and one girl gets on his penis and the other girl gets on his mouth. They are facing each other and give each other a high 10 giving the illusion of a sailboat.
Becky & Tanya Sailboated the hell out of Steve.
by BigDaddyK82 November 04, 2014
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Sailboat

A version of motorboating where you blow on a girls tits.
Last night I got her bra off and started to sailboat her tits.
by ktrain11 July 18, 2009
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SailBoat

it's like the eiffel tower, but it's where a guy lays down on the floor, one girl sitting on his face, the other on his dick and the girls high five, thus making the triangular sail shape.
by Awesome Brandon March 19, 2006
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