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 14, 2006

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 10, 2004

sailboats

pocket fours in texas hold'em

Randy: Ohhhhhhh, I just got beat with sailboats against my two pair, worst beat of my life!!!

by Baker Rawlings July 24, 2008

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 3, 2014

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

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

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.

We should totally sailboat that dude

by Awesome Brandon April 18, 2006