by Anonymous August 22, 2003
by Solid Mantis December 14, 2016
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
When one sneaks onto one of their friends boats, and proceed to wipe their ass all over the sail and/or deck
by GasMaskOverdrive March 10, 2017
When two or more males ejaculate into a fleshlight one after another. The fleshlight is not emptied before passing to next participant.
by Wad3th February 06, 2018
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 17, 2014
The act of pretend racing large model sailboats between individuals, in which the finish line is the other participant's entire colon. First racer to take the entirety of their opponent's vessle loses. Smooth sailing!
by Milk Money Mike March 22, 2019