When you want 2 people to date you ship them, when they do end up dating, that’s when “the ship is sailing
Hey! Did you hear that jack and Leslie are finally together?

No way! The ship is sailing!
by MysteryLife13 January 09, 2021
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term oft used to establish an opportunity lost
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
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Fandom: Used to express joy when a fan's ship comes to pass esp. in a TV show.
Oh my gosh! They kissed! They finally kissed! The ship has sailed!
by RobinHood2017 May 07, 2017
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A phrase many shippers use to say that their ship has been confirmed. Oftentimes, a headcannon.
Andrew: My ship hath/has sailed!
Mark: What ship?
Andrew: You know, my headcannon.
by EWild December 18, 2019
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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
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