Sailing

Entering into a sexual relationship with another person. The act of "sailing," of course, makes reference to the piloting of a ship, not unlike the sort of maneuvering or establishment of control inherent in the act of sexual intercourse.

"If you sailing her that's an L chief."

by john quan the first September 5, 2018

Saif

The type of nigga who's hairline gets fucked up at barbershops

Saif- yo can you hit me up with a freshcut
Barber- aight i gotchu--- wait who botched your hairline

by omieg June 27, 2014

sail

The little piece of skin that connects the penis to the balls.

she lighty tugged on his sail.

by Rockmjd23 October 4, 2003

sail

the act of when a guy is skinny dipping and has boner then lays on his back so that his dick is out of the water and his dick acts like a sail of a ship

guy1: Dude i was skinny dipping yesterday and i saw cody sailing away like a pro
guy2: yeah thats the way to sail!

by codythegreek October 30, 2011

chocolate sailor

A turd. So called because feces is brown, resembling chocolate, and one defecates into water in a toilet bowl.

He dropped a huge chocolate sailor in the bowl, clogging it up.

by chuckhoffmann May 10, 2006

saif

someone who always asks for work because he never does it because he goes to sleep in the middle of the day

Saif:I'm such a saif
Saif 2: IKR

by jfkjsdfs June 3, 2020

My ship hath/has sailed

A phrase many shippers use to say that their ship has been confirmed. Oftentimes, a headcannon.

Andrew: My ship hath/has sailed!
Mark: What ship?
Andrew: You know, my headcannon.

by EWild December 18, 2019