While getting a handie from your girlfriend while laying on your back inverted (like being on a decline bench at the gym) and she has you edged to the point of cumming but immediately water boards you and you don't know if you are gonna cum or die.
Last night was amazing. Angie ship sailed me to the point of climax. I didn't think I was gonna survive.
by Shtevun 69 June 29, 2017

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
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.
Have you seen Jack's new gaming set up? It's full sail.
by Nora West September 22, 2023

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.
by tehamahreha February 28, 2009

The act of going from one garage sale to the next, to the next, to the next, and so on and so forth. Taking a day or a weekend or a few hours to desperately search for other people’s junk.
Me and Fred are going garage sailing this weekend you should join us, we’re too broke to go to the store....
by Descriptiongiver101 August 16, 2019

Here's a sentence using "sail close to the wind":
The politician's campaign ads sailed close to the wind with their negative attacks on the opponent.
The politician's campaign ads sailed close to the wind with their negative attacks on the opponent.
by Arminkshipper July 25, 2024

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
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)
Source: Cracked.com, Tracy V. (Invictus99)
by notfeelingcreative June 4, 2014

saile or elias backwards means a friend who is always capable to make you smile. he is attentive and sweet and appears so physically as well ! he will listen to your yaps and remember small details that you yourself probably dont recall saying. he is amazing all the way and the textbook definition of kindness. (he can also be blunt and will stand up for his friends if ever needed. just an overall awesome unit of a guy)
by nyoombabie December 30, 2023
