People cannot stop examining rules. Even of a game that everyone has played an endless number of times. Maybe the possibility to try to cheat without breaking the rules is what keeps it fun to start a game of Monopoly.
This article presents the shortest possible game of Monopoly, resulting in a string of comments about the incorrectness of the applied rules and suggestions for better solutions. Recording the play session that can be seen in the video underneath, proved that this combination of turns would result in a twenty-two seconds session.
Another engaging version of Monopoly played in Utrecht a few years ago, but one addressing issues outside the game: