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

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 6, 2018

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

San Bernardino Sailboat

A man and a woman pierce their scrotum and labia minora together using a pair of 5 gauge surgical steel rings and then attempt to perform intercourse.

My girlfriend and I just went to Berkley last Tuesday to get our junk pierced and decided to take a ride on the old San Bernardino Sailboat when we got home. It was fun.

by rectacular March 25, 2008

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

sailboaters

blow-boaters, the worst kind of boaters humanly possible, make boating suck

We are sailboaters, so therefore we have to make sure there is enough blowing going on on our boat.

by blahxxblahxxblah 321456987 January 26, 2008

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