But for me, I think it will always be "The Miracle Monopoly Cheating Kit," by Christopher Cerf, from Issue #38 (May, 1973) of National Lampoon -- the "Fraud" issue.
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Okay, fraud.
The kit contained deeds for fake properties, which could be mortgaged for quick cash or used as trading stock in real estate swaps (in this, the MMCK was a quarter-century ahead of the game).
It also had fake Chance and Community Chest cards creating ridiculous advantages for the cheater ("Go to Jail and Stay There for the Remainder of the Game") and calamity for opponents ("Railroad Strike Bankrupts All Your Railroads").
All of these hacks were printed on authentic paper and card stock, using the right fonts and ink colors. The MMCK even included an extra double-sided page of rules (justifying the gambits above, plus many more, for the would-be Master of the Universe) that would slip, undetectable, into the rule booklet provided with the game -- because control over the regulatory environment is also necessary for capitalism to flourish.
It even included fake bills in $1000 and $5000 denominations, useful in leveraging big real estate deals or simply for the psych factor (e.g., at a critical moment, interrupt and ask the player on your left to break a $5000 bill).
The kit also offered tips on such important matters as how to palm cards and slip them onto the Chance and Community Chest piles, as well as distraction techniques to cover moving larger forgeries on and off the board.
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(And, while this doesn't have anything specifically to do with either fraud or Crime Week, here's the pewter penguin I like to bring out as my token in Monopoly while the other players are still squabbling over the cannon and the race car. Heh.)
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