Playing the CD Version over the Network? - Monopoly Not Working
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What if it's not working?
If you've created your own game on GameSpy, and when you click launch the game starts on your end, but won't launch on your opponent's end, or you attempt a direct internet connection as the HOST, and your opponent can not see any games listed in the "Choose Game Session" box, then you have something blocking your internet connection. I would try playing against someone who knows that their system does work, as a joiner or playing in someone else's game on GameSpy. This should almost always work.
If you would like to host matches, or are unable to join games, you'll have to figure out what's blocking your way. Most likely, it's a firewall, router or proxy server. A firewall is usually software running on your computer, designed to prevent unauthorized users or computers from accessing your computer... in other words it keeps hackers (and Monopoly players) out. Routers are used on networks... home, office, school or any kind of network. So if you have some kind of broadband connection shared by multiple computers, there is most likely a router connecting them. (Though, admittedly broadband providers prefer if you pay them a higher monthly fee instead of buying a router, so some folks don't.) A proxy server is generally only used on larger networks like schools and businesses, they are used to reduce the amount of data traveling over network, speed access, and protect internal resources from unauthorized access. Any of these can and will prevent you from playing the game. If you are on a larger network with routers, firewalls and/or proxy servers there may be nothing you can do unless you have an in with the network administrators, since THEY will have to make changes to their servers. If, however, you are doing this from home or have the ability to make the changes to network configuration yourself, then you can probably fix the problem... read further.