smooth sailin'

When someone jacks off with sand paper. Typically one who is in to masochist things would perform this.

Hey, what aisle is the sand paper on? I want to go smooth sailin'.

by Krl Wnslw February 17, 2008

sailfrog

a frog that has been run over by so many cars that it's flat. You can pick it up and throw it like a Frisbee and it will sail.

Look! A sailfrog! I wanna sail it!

by Dr. Heywood R. Floyd January 12, 2008

Speedo Sailing

When a male and/or males receive oral sex from an anonymous person's father, then proceed to buy plane tickets to Finland.

"Dude I'm tired of school, need to get off, and would like to travel, lets go speedo sailing

by Overdose of Tums January 12, 2011

Sailing

a kool sport, that is on da water

i am going sailing with my frends

by Rik February 2, 2005

Sailing to Tibet

A phrase describing an idea that is poorly thought out. First used in the Mission district of San Francisco.

Adam is totally sailing to Tibet with his plan to quit his job and become a private investigator.

by Krankiboy June 7, 2007

garage sailing

The process of driving from garage sale to garage sale (or yard sale, etc) in suburban areas without any real specific goal in mind, or maybe some rough goal, such as "getting a bookshelf." It usually involves intensive haggling over prices.

We woke up early saturday morning to go garage sailing.

by nuage August 26, 2003

Pussy Sailing

The act of "sailing" many female genitalia's in the width of one cruise. To have sexual relations with many woman in one sitting

Andrew: Dude, Broken told me the other day that he was going pussy sailing for some ass and I laughed hysterically.

Sandy: Broken can't go pussy sailing, hes missing the sail.

Andrew: that is not all he is missing.

by Druidbegone December 18, 2009