The Sailboat 

When you take a shower curtain rod and put it in the girls ass with the shower curtain still attached while you’re fucking her from behind causing the shower curtain to flap wind.

I rode her like the sailboat.

The Sailboat by ACSailer April 26, 2025

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.."

The Sailboat Technique by drippy boy March 17, 2019

the golden sailboat 

The act of peeing on a piece of toilet paper from the dry part of the bowl down to the toilet into the water and across the bowl setting it in its maiden and final voyage

Thar blows the Golden Sailboat, the SS Charmin, traversing across the yellow sea

the golden sailboat by Sklpkl May 30, 2025

sailboat in the window 

A statement made to bring attention to a person who hallucinants throughout the day

“ there’s a sailboat in the window”

sailboat in the window by Kpoop2316 December 5, 2020