When you want 2 people to date you ship them, when they do end up dating, that’s when “the ship is sailing”
by MysteryLife13 January 09, 2021
Ever hopeful he would get back together with his girlfriend,Paul finally realized "that ship has sailed" when he heard she married another.
by sheila in the car June 20, 2009
by RobinHood2017 May 07, 2017
by EWild December 18, 2019
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