Sailboat Shooter

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

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.

by Solid Mantis December 14, 2016

Poop Sailboat

A sexual act in which a Male/Female defecates on themselves with their legs closed and leaning over an object. Followed by a partner Male/Female that urinates on the fecal matter; causing the feces to slide down between their legs like a Poop Sailboat.

Mr. Van Den Berg's Poop Sailboat caused a rash down the back of his legs, that was visible while he wore shorts.

by Mr Van Den Berg February 25, 2010

Ripened Sailboat

When one sneaks onto one of their friends boats, and proceed to wipe their ass all over the sail and/or deck

You hear about what happened in the port? Someone got a ripened sailboat.

by GasMaskOverdrive March 10, 2017

french sailboat

When two or more males ejaculate into a fleshlight one after another. The fleshlight is not emptied before passing to next participant.

Hey Rich, this 6 pack of Smirnoff ice would go great with a French Sailboat tonight.

by Wad3th February 06, 2018

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

by Douglas Sailboat Emoji December 16, 2014

The Sailboat Technique

When an circumstanced male grips the tip of his foreskin, and the bottom of his ballsack and tugs in opposite direction, thus creating a triangle shape similar to the sail of a boat.

Dude bro 1: "My girlfriend caught me doing the sailboat technique, she hasn't talked to me in a week."
Dude bro 2: "Yarr, a captain always goes down with his ship.."

by drippy boy March 17, 2019