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

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 15, 2022

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

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

ship sailed

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

Floor Sailing

Floor Sailing is the next submission to the Olympic Games Committee defined by the distance a person travels while tripping or slipping on a smooth, slick or slippery surface!

Dude if you had only practiced a little more you could have gotten a Gold Medal in “Floor Sailing“ for that record slide in class!!

by OneVisionVideo November 28, 2020

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