I have been doing some thinking
10 years ago
Everyone, Charlie, Charliepony, Blue Streak, Boris and/or Flatteningfanatic has something to say!
I've been thinking about linking to some communication service such as google hangouts and such that allows the use of webcams to host a game of Doctor Who Monopoly, but I'm not sure if it would work. I want us to be able to participate as much as possible, and for that to happen, everyone would need a webcam and a monopoly board (to help avoid cheating). I suppose I could be the only one on webcam and have a board and everyone else can just roll dice and make decisions while I move their pieces around he board and read any chance/community cards. I'll also be handling their money. I really do want to do this, though.
FA+

most games tend to go more then 2 hours.
a stream could be fun though. like one of those lets plays. you could just top-shot your board and let a randomizer work for the dice
Someone did suggest we play online monopoly.
I do think it could be fun to stream, though.