Sailing Away

A song by the band Styx that is considered a classic. It is so happy and cheery-sounding that it makes people want to punch something.

Song: "I'm Sailing Awayyyyy....."

Person: "AHHH GOD!!!!" *goes nuts and punches a wall*

by Fruuze March 4, 2009

Sailure

When a sailor is a dumbass and fails.

When a sailor fails to use judgement.

(Hey Bob, that guy's a Sailure waiting to happen.)

by Soup Sandwich May 26, 2009

sailhead

1) The act of receiving felatio while sailing a sail boat

Did ya hear that Joey had some little hunnie on his boat the other day, and got bust by boat patrol for getting sailhead from Cindy.

by The P-Popper May 4, 2010

Sailorism

A form of relgion based off of doing someone dirty. It can also be a serious condition in which people can not stop doing someone dirty, it is considered a very contagious disease.

I can't believe you had sex with that girl, and then kicked her out of your bed... You Sailor!

by Jmoney92 April 22, 2011

Sailendra

The smartest arse out there, don't ever mess with him.

Sailendra is the guy only he can

by Honeynani July 18, 2021

Sober Sailor

A person who prefers the experience of being sober over using alcohol and drugs. They seek and find pleasure in activities that don't involve substance use.

She won't get drunk with us, she's a sober sailor.

by Lethal Lex December 5, 2010

Ripened Sailboat

When one sneaks onto one of their friends boats, and proceed to wipe their ass all over the sail and/or deck

You hear about what happened in the port? Someone got a ripened sailboat.

by GasMaskOverdrive March 10, 2017