garage sailing

To sail in your garage.

Holy shit Bill! Look at the garage!

by Scooter August 25, 2003

smooth sailing

adj.
The lack of teeth dragging during fellatio.

"That bitch was smooth sailing!"

"She wasn't smooth sailing and now I'm not going to be able to fuck for two months!"

"That homeless bum can smooth sail all night for some crack."

by C Witt July 23, 2008

sailing

to smoke weed and drive at the same time.

one of my favorite activities is sailing through the city.

by thidr0 June 15, 2009

Home sailing

A portmanteau of "home free" and "smooth sailing". It means the same thing as its component words: the rest is easy.

Oh really? Well after that it's really easy! It's pretty much just home sailing from there.

by SlauterHouZe101 May 3, 2011

Ass Sailing

The act of performing oral sex on a man while an object is inserted into the rectum of the one performing the oral sex.

My boyfriend loves it when I blow him, the fact that it's usually ass sailing only makes it better for both of us!

by redditperv August 24, 2012

Fire-Sailing

Burning California’s Democrat-nursery to disperse Democrat voters into red states.

Instead of gerrymandering to move the districts every ten years, we can do some Fire-sailing to move the voters whenever we want...

by SweetAtAll September 10, 2018

sailing

The act of attending a meeting directly after having consumed some amount of alcohol, especially if drank with others also in attendance.

"This meeting's going to be such a headache- let's go sailing to make it go a little smoother."

Or

"You seemed pretty content in that judicial meeting..."
"It helped that I was sailing it."

by 52008 April 27, 2010