sailboat

sort of like motorboating, but you instead of placing your face in between the breasts, one just leans back and "blows the wind into a girls sails" aka breasts less awakward and easier to do in public

hey jess, can i motorboat you?
no way! we're in the middle of a bar, but you can sailboat me!
blow away!

by J BOMMBZ January 27, 2010

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

sailboatman

An English man who works away that used to sail on his dads boat now sails his own with his woman as first officer claiming most that comes inbound. SH

He used to sail on his dads boat now she sails on his he’s a sailboatman

by Allyq12 January 6, 2020

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

Smallboats

The best band ever. With a very cute bass guitar player.

1.Yo have you heard of smallboats?!
2.No
1. Well its only the best band ever

2.alright ill check out smallboats!

by AsunaIsBestGirl July 4, 2022

Sailboating

A three-some consisting of two girls and a guy. The guy lays on his back while one girls rides him and the other sits on his face. The two girls face each other holdings hands, creating a triangle or "Sail".

The same thing as Eiffel tower but for 2 girls, 1 guy.

ddannnggggg! Dina and Snooks really know how to go sailboating!!

by Sailboatking August 14, 2011

Sailboating

The acting of rocking a mans member (aka sailboat) back and forth inside a womans vagina (aka cum-boat), this process is refered to as surfing her seas, after which the man finishes within her, this process is refered to as "unloading cargo"

*all aspects must be followed to be considered sailboating

Friend 1: "Dude, what'd you do last night?"
Friend 2: "Not much, just some sailboating."
Friend 1: "Idiot! Think she'll get pregnant?"
Friend 2: "I dont care, not my bitch."

by Gary Flongtard December 7, 2011