This video of the shortest possible game of Monopoly has been gaining a lot of attention on the Internet recently.
Two guys actually sat down and planned the whole thing out beforehand and then staged what the theoretical event might look like.
I'd like to believe that this is the shortest possible game of Monopoly. I really would. But I envision a shorter game:
Someone asks me if I want to play a game of Monopoly. I proclaim, "F' that shit" and crack the Monopoly board over their skull.
Estimated game time: 3 seconds. Winner: Everyone.