It's a fun game, yes, but I was feeling awkward playing it. Why? Because it's so...so... dare I say it... so American! You know: Buy, buy, buy, make money, use that money to buy more stuff, so you can make more money!
Then I learned that the game was originally created to "teach people how monopolies end up bankrupting the many whilst giving extraordinary wealth to one or few individuals".
So when I lose and go bankrupt (which seems to happen every time we play), I'm teaching my son a very profound social lesson, instead of encouraging him to grow capitalistic motivation toward life. Hmmmm.