Rockstar Sailor

Someone who races sailboats exceptionally well consistently. Someone who usually jumps on the boat last minute and goes. Rockstar sailors are wanted by everyone to go race on their boat. He or she usually doesn't own their own boat. They are well known by fellow competitors.

That guys Rockstar sailor status! After staying up all night out drinking the other teams under the table and dancing with their girlfriends, he strolls down the dock late with a beer in his hand, his crew waiting on him and finishes 1st in his race.

by Rockstar sailo August 8, 2014

dead sailor

When you are having vaginal sex and it slips in the wrong hole

Last night John and I were doing it and I swear he tried to dead sailor me on purpose!

by Realest g around February 17, 2023

jewish sailor

A dope ass sandwich from a local sandwich shop. Or a fancy sex move where a male takes his penis and thrusts it into his partner’s booty hole to the song “Come Sail Away” by Styx.

The Jewish Sailor filled me up good last night.

by Stone N’ Bone #420 July 1, 2019

tongue of a sailor

To be potty mouthed

Someone who swears or curses alot

Person1: Is that Rick? He lookes like a nice guy

Person2: Yeah, Rick looks kind but he’s got a tongue of a sailor

by Rick:] September 24, 2021

Sailor’s Cannon

After you cum inside a condom, blow it up like a balloon and pop it in you’re partners face.

i could not wait to get Debbie home and give her a sailor’s cannon after the office party.

by shifty hobo November 30, 2017

Sailor

An honest bitch, their moms are usually Karens, they can't take jokes whatsoever, they get that trait from their mother.

Sailor is so not based.
You're such a Sailor.

by mditch690 July 21, 2022

Silly Little Sailor

Coolest person alive
sails
writes sad poetry

person 1: “Wow, who are they? They look rad”
person 2: “Oh theyre both part of the silly little sailor club.”
person 1: “Nice”

by Sillysailorgirl May 3, 2022