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When a man takes his erect penis and in a smooth "sailing" motion runs it along the butthole of a prone person.
The other day Kenny tied a little sail to his dick and went dirt sailing before throwing a piece of eight on her back!
"Set your sail" is a way of say something excites someone.
Ex. Good looking men set my sail.
Ex. What ever sets your sail!
A woman that gives a blowjob to everyone in the room all in a line.
Bitch, you totaly cum sailed that party the other night!
To spend long periods of time on one's front porch. Usually involves music, conversation and some form of inebriates. May also involve food, especially food produced from a grill.
I'm just planning to sail the porch tonight, you can come hang, too.
When a breeze kicks up and your umbrella becomes either uncontrollable, inverts itself in your hands, or flies from your grip.
Synonyms: urban kite, umbrella sail, umbrella kite
"Umbrellas are a pain in the ass. Sure, they protect your head and shoulders from the rain, but the second the slightest breeze kicks up, you suddenly find yourself the unwitting mast for an urban sail that, best case scenario, inverts itself in your hands, and worst case scenario, flies from your grip, whips down the street and spears the Pope in the neck." - Tracy V.
Source: Cracked.com, Tracy V. (Invictus99)
1. Extremely impressive or awe-inspiring.
2. Having a high level of commitment to something you are passionate about.
3. Giving one's absolute best, putting in the work and staying focused.
Synonym: balls out
Antonym: mid
We're going full sail on the marketing project with an increased budget and specialists.
Have you seen Jack's new gaming set up? It's full sail.