1 definition by Bob Winston

Top Definition
Whilst in the act of intercourse, the man picks the woman up and stuffs her through an open window; while she supports herself in the window, the man aggressively slams the window shut repeatedly on his penis, which is resting in the windowsill.


Can also be used as a verb, windowpaining.
ex1:

dude1: Dude, did you see that girl hanging out of that window naked? I wonder what she was doing.

dude2: It's just the old windowpain my friend.


ex2:

dude1: oh man dude, my dick hurts so bad right now. I windowpained the shit out of Kelsey last night.

dude2: That's so hot, man, I wish Amanda would let me do it to her.
by Bob Winston September 17, 2008

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