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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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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Sailboat

Friend 1: "Yo, come check out my sailboat after school?"
Friend 2: "Fuck No!"
Friend 1: "Oh. But i just put a new finish on it."
Friend 2: "Maybe."
by Gary Flongtard December 07, 2011
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Sailboat fuel

Another word for air. Smart ass remark truckers often give to cops.
Cop: What are you hauling?
Trucker: Sailboat fuel
Cop: Let's have a look
by zipp06 December 06, 2010
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Sneaky Sailboat

A quite pleasurable sex act involving a "crew" of three consenting adults of legal age. In order to perform the Sneaky Sailboat, you need a Captain, a Wench, and a First Mate. The captain and the wench begin intercourse in the captain's quarters while wearing sailor hats. NOTE: it is imperative that the partners do the nasty while standing in order to create the "mast" for the actual sailboat. When the seaman is halfway to Port Jizztown, he lets out a hearty yell of "hoist the sails" at which point he throws a bed sheet over the wench's head, thus blinding and disorienting her. At this point the First Mate relieves the captain of his duties and brings with him the "sneaky" aspect of the event. In a manner similar to a Houdini or a Prestige, the Captain pulls out and leaves the room. The First Mate, who until this point has remained hidden, reveals himself, yells "Avast ye scurvy dogs!" and proceeds to steal the booty and dock his member in the wench's rear port. When properly executed, a Sneaky Sailboat can be great fun at parties, family gatherings and childrens' birthdays.
Captain: Dude, there's nothing on tv tonight, what should we do?
First Mate: I don't know we could always call that girl from the party last weekend and try and pull off the Sneaky Sailboat.
Captain: Yeah that's a great idea, and so wholesome too.
by captainjackoff October 17, 2011
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Tijuana sailboat

When a man, attempting to hit on a woman who is much too young or much too hot for him, pops an obvious boner while wearing loose-fitting pants.
Omigod, Ashley, that creepy old dude would not stop talking to me. He just kept standing there in his old man pants sporting that pathetic looking tijuana sailboat. It was disgusting!
by The J Team May 19, 2016
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