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    Monopoly Classic 
  • The Community Chest cards ever since 1936 has always had this gem in the deck.
    • What makes it even funnier is that is got nerfed to $10 in future versions. That's right, a Joke Item got nerfed.
    • Read that sentence again and compare it with Uncle Pennybag's image on the card. Him winning 2nd place of beauty will invite some Fridge Logic and some chuckles.
  • "Life assurance matures, Collect $100" Wait, that's not good!

  • The scene for going Bankrupt is Pennybags in a dark alley pulling a fish skeleton out of the trash can.
  • The music when you land on Income Tax or Luxury Tax, followed by the Capitol Building (instead of a cash register) eating your money.
  • Everything about getting out of Jail, from the low 8-bit voice bellowing "Don't be coming back now" to Pennybags literally being thrown out on the street and walking off to a series of buzzes and beeps.
  • Whenever a CPU player tries to get the remaining property for a monopoly from another CPU player by trading, only for the second player to immediately say "NO" without even considering an offer. Even funnier is if the monopoly is a two-property one (the purple group, the blue group or the utilities) and the second player then tries the exact same thing, to the exact same reaction from the first player.

    Nintendo Monopoly 
  • Waluigi takes the place of Mediterranean Avenue, the least profitable space in the entire game.

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