I keep hearing positive things about Settlers of Catan. I should just get it and find people to play.
Our family has Monopoly: Mega Edition...and my dad keeps trying to make sleazy business deals and pressure people into accepting them. It's funny...until you've refused the deal for the fifth time because you're not fooled.
On the positive side, I now am better equipped at refusing con artists, which is not something you would think of as a benefit from playing Monopoly.