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A Sail

Term referring to when two straight guys rent a sail boat to engage in homosexual sex acts. Originating from the DMV area, particularly where sailboat rentals are available.

Could I tempt anyone with a sail? - a closeted homosexual

by DMV317 February 22, 2023


Sailing

sail·ing
/ˈsāliNG/
The fine art of getting wet and becoming ill while slowly going nowhere at great expense.

Sailing is my friend's hobby, but I can never figure out why he does it every weekend.

by TheValGal November 12, 2023


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 12, 2023


sail the seven seas

to pirate something, usually software or other electronic downloads. usually the pirating website is very sketchy and you will probably get a virus but it’s worth it sometimes.

i dont have the money for my college textbook so i sail the seven seas to get a pdf

by pinkpillowprincess July 09, 2025


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


All Sail!

it's a word for Pirates

Pirate: All Sail!
Someone: Aye, Aye, Captin!

by All Sail! June 05, 2020


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