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Sail close to the wind

verge on indecency, dishonesty, or disaster
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.
by Arminkshipper July 25, 2024
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Full sails

Doing something without looking back, no fear, all in, can also be used as a nice goodbye
“Hey should I jump off this bridge dude?” “Oh hell yeah full sails!”

“See ya later!”
“Hey yeah full sails man have a good day
by Fullsailsbrah June 4, 2019
mugGet the Full sailsmug.

The Ship Had Sailed Before Its Occupants Made It To The Harbor

Also "The Ship Had Sailed Before Its Occupants Made It To The Port".

An idiom meaning the ship between characters was confirmed canon before people started shipping them.
Person 1: Doom Guy and Isabelle have already been confirmed canon by Nintendo.
Person 2: The Ship Had Sailed Before Its Occupants Made It To The Harbor
by Shugunou October 23, 2023
mugGet the The Ship Had Sailed Before Its Occupants Made It To The Harbormug.

Sets your sail

"Set your sail" is a way of say something excites someone.
Ex. Good looking men set my sail.
Ex. What ever sets your sail!
by Young and Fun July 5, 2018
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sails and service

What a marine-supply store offers.
I always shop locally for all my boating needs; they have exceptional sails and service.
by QuacksO March 22, 2023
mugGet the sails and servicemug.

gentlemen never sail to windward

"nice-guys don't go for anal"
Chantal: I thought gentlemen never sail to windward.
Rodriguez: I'm no gentleman, baby.
by Carl Figleaf August 14, 2022
mugGet the gentlemen never sail to windwardmug.

sail the ocean

To finger/caress/play with a partner's body while receiving nothing back.
I heard that Tom was going to sail the ocean with Stacy.
by lb180 October 11, 2022
mugGet the sail the oceanmug.

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