Set sail

To experience peak sexual satisfaction

Only Senchou can make me set sail

by Overseassexyguy July 20, 2021

sailing with the captain

To drink large quantities of Captain Morgan's Rum, usually with a group, and hopefully to the point of oblivion.

That girl I hooked up with was so fugly that I had to go sailing with the captain before I could bang her.

by Robb December 24, 2003

Skin Sail

The hanging arm skin on old ladies

Yo, look at the skin sails on that old lady over there

by cheeseman 2010 July 20, 2016

Sky Sailing

Sky Sailing is Adam Young's OLD Pre-Owl City project. It consists of mainly laid-back and acoustic songs. It has recently been released to the public. Any Adam Young / Owl City fans should check this out!

Sky Sailing uses NO AUTO-TUNE! It doesn't sound like Owl City. It's much more beautiful.

Me: Oh, I love Adam Young's project, Sky Sailing. Its so relaxing.

Friend: Oh, I prefer his project, Owl City. The auto-tune makes him sound nice.

Friend 2: I think he sounds PERFECT either way!

by Smile4Music June 21, 2011

College Sailing

The only sport on campus where you can compete and travel with members of the opposite sex. Must be adept at hiking out (hooking your feet under straps while hanging your butt over the edge of the boat) in all weather conditions and leaning in (to the bar) after the regattas. Typically a good sport for engineers who like the physics of how boats work and business majors who enjoy the sport's social side. College sailors will learn fun new vocabulary words like croakie, burgee, halyard and roll tack. Many students join college sailing teams for the cool swag.

I joined college sailing so I can travel to regattas, meet preppy guys and party at the yacht club.

by Sailing Ace September 6, 2013

sail boating

the act of pressing you nose against a flat chested woman and just blowing

Did you motorboat sarah's friend last night? Nope, just went sail boating, there where no boobs!

by Touge_Drifter September 19, 2012

sail sack

When your scrotal sack sticks to each side of inner thighsl usually due to long term sitting or swass and when you stand up it resembles the full sails of the Black Pearl.

"Man, I was working in the office all day and when I got up my sail sack had me thinking of my next vacation."

by rounder222 December 23, 2006