Sailing Tee Pee

When someone grabs a roll of toilet paper in between each of their pointer fingers, rolls the vehicle window down, and proceeds to let it 'sail' out from the roll and in to the wind.

Taylor screamed as my sailing tee pee flew in to his face, I told him to roll his window up.

by Krowvin February 20, 2011

Sailing Your Boat

There are Different Stages to Sailing Ones Boat.
Similar to the Bases in Baseball.
If you go all the way around the world, well guess what, you've had sex.
The other stages are up to you. You can pretty much make it up and Elaborate as you wish.

"Dude, last night at the dance Eve almost sailed her boat, thank god the Coast Guard was there."

"So, are you sailing your boat this weekend?"
"Ya, but were just going to an Island off the coast"*Wink Wink*

"You Let Your Anchor Up?!?!?! You Slut!"

by Kortney J May 14, 2007

sailing mishap

from Teen Girl Squad

SAlLING MISHAP

by cheeseguy June 8, 2004

sailing the ship

driving whilst most intoxicated

The bar is closed and I now rely on a more Divine compass, for I am sailing the ship home!

by cap'n joe November 10, 2008

Sailing buddies

Code for friends with benefits. Usually used in front of parents, teachers and peers to hide the truth.

Person 1: Are you and Alice in a relationship

Person 2: Nah, we're just sailing buddies

by Trollmaster919 October 12, 2012

Sailing at half-mast

A partial erection.

I’m trying to get it in, but I’m sailing at half-mast.

by Red Bastard July 4, 2020

Sailing the cart

Used when referring to a golf cart that has been taken off of (specifically) private property and driven down public roads illegally.

1. I saw Buddy sailing the fucking cart down the street like a champion who gave zero fucks.

2. Bill asked “how will we be getting there?” And Michael answered “fucking sailing the cart boiii !!!”

by harry pot June 5, 2018