hole sailor

A hole sailor is a fierce pirate who unlike a wholesaler, sails the world in search for the booty hole.

My god, Sharon is dating a total hole sailor again.

by XxHoleSailor69xX June 28, 2017

Sandy Sailor(TM)

A Sandy Sailor is the same thing as a Sandy Seagull, however the male has foresight to protect his penis with a prophylactic. Therefore, ensuring the pleasurable experience for him upon insertion and a questionable experience for her.

I went to the beach on a romantic date with Nate snd he blessed me with a Sandy Sailor(TM); it was fantastic.

by callmemommy707 August 25, 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 6, 2018

Musty Sailor

The sexual act of a women who has not bathed in 3-5 days, then after intercourse she squirts in her partners face, enough to simulate a musty sea breeze.

George: “Hey Michael, you smell kinda bad, what happened last night?”
Michael: “Veronica gave me a Musty Sailor last night.”

by ohc@ptainmyc@ptain October 16, 2018

bulky sailor moon

a roblox avatar that looks like a child mollester dressed like sailor moon

woah bulky sailor moon is so hot

by roater 500 August 9, 2020

Yard sailed

The act of having one's belongings absolutely thrown and strewn across the ground after unintentionally hitting, bumping, or dropping something.

Can be used in most situations, typically humorous. Meant to mimic a yard sale, in which your crap is all across your yard.

Most commonly used when a large amount of items is dropped, or when a vehicle carrying a large amount of loose cargo hits an obstacle.

The waitress tripped over some dummies purse and yard sailed everyone's food across the floor!

by DatSuperPig December 6, 2020

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