Sailboat 

The mans penis

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."

Sailboat by Gary Flongtard December 7, 2011

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

Sailboat fuel by zipp06 December 7, 2010

Sailboat tea grinding mill 

The man sits with his legs stretched out. The woman sits opposite the man and places her hips onto him and spreads her legs wide apart. The man puts both hands under either her lower back or legs and draws her to him.

John: My wife wants a new sex position tonight and I'm out of ideas.
Jake: How about the Sailboat tea grinding mill? It's a rare position. I use it sometime with my wife and she loves it.
John: Never heard of it, but I'll give it a shot.

Sailboat tea grinding mill by WouldntYouLike2Know August 20, 2013

Sailboat Shooter 

When you stretch out your ballsack into a cup, pour in a shot of rum, and have a girl take the shot

Sailboat Shooter by Anonymous August 21, 2003

Sailboat fuel 

If you own a sailboat, it's the wind in your sails.

Yea were gonna head out today, hurricane Wendy left us with plenty of sailboat fuel.

Sailboat fuel by Solid Mantis December 14, 2016

sailboat emoji 

A deeper way to express love or affection. Sailboat is regarded a higher form of love than that expressed in the word "love".

I ⛵️ (sailboat emoji) you

sailboat emoji by Douglas Sailboat Emoji December 16, 2014

sailboat no rudder

Rubber-less anal sex or a person associated on the receiving end of mentioned acts.

'' That girl is a sailboat no rudder"

sailboat no rudder by toonies July 6, 2010