Urban Sail

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)

by notfeelingcreative June 4, 2014

sails fine

Shit that rides smooth. Good shit. Smooth sailing.

Sails fine, man.

by Neverendbro December 15, 2010

Sail the porch

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.

by tehamahreha February 28, 2009

Sailing

To have sex with somebody

“I was sailing my side and my main hoe called my phone, I watched the phone ring”

by Basharrr January 11, 2023

Sail boating

The act of farting against the scrotum during Anal sex, turning it into a spinnaker sail.

After a delicious taco Tuesday meal, she took me sail boating

by TeamCook January 21, 2019

Sail Hypixel Guild

a good guild with active members

Oi mate I jusy joined the Sail Hypixel Guild, it's got lots of active, friendly members and it has decently low requirements, aswell as a decently high level!

by SailorStifi April 14, 2022

Wet Sail

A nautical term for when sailors boat sails would become wet and droop and become useless.

Sometimes used as an insult meaning, useless and/or dumb

Guy 1: That chick is such a wet sail.

Guy 2: Yeah she's pretty stupid.

by plaauqe lele October 10, 2013