I had the Mad Magazine Game when I was a kid, and I remember having a lot of fun playing it. Of course, I was a kid, so it might not hold up so well. There is a Wikipedia entry on this game which explains the rules:
To begin the game, after placing all tokens on Start and determining the first player, one player is selected to be the Banker ("preferably someone honest"), who gives $10,000 to each person to begin the game. The dice may only be rolled with the left hand, with a penalty of each other player giving that player $500 if dice are rolled with the right hand. Also, tokens move counterclockwise around the outside track. If moving clockwise, the player is informed that he or she is a nerd person, and may never play the game again.
Another game, which I can't recommend because I've never personally played, is the Go For Broke game. The object of this one is to lose a cool million. According to Blippee, a web site about toys:
According to the instructions, “The game ends when a player is unable to complete payment for something he is required to pay for. This player is declared the winner.”
There have been a number of Monopoly spin-offs throughout the years, but Go For Broke is by far the best.
One interesting fact about this game is the person who created it. It was invented and sold to Selchow & Righter by science fiction author Philip K. Dick. A number of Philip K. Dick’s books have been made into movies including: Blade Runner, Total Recall, A Scanner Darkly, Minority Report, Paycheck, and Next.
If you're interested in vintage stuff, check out my vintage article on the origins of Monopoly as an anti-capitalist game.
