by Snake Lovin’ Gurl January 19, 2018
by QuacksO March 22, 2023
by lb180 October 11, 2022
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 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
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.
by DMV317 February 22, 2023
When a man takes his erect penis and in a smooth "sailing" motion runs it along the butthole of a prone person.
The other day Kenny tied a little sail to his dick and went dirt sailing before throwing a piece of eight on her back!
by Habberstamp July 10, 2022