Jesse Jackson Jr. almost had to sell off his sweet precious mink furs and Michael Jackson memorabilia last month, and October isn't shaping up to be his month either — the former Congressman has to sell his $1.3 million Washington D.C. home to settle a $750,000 forfeiture judgement before he goes to jail for a two-and-a-half-year sentence.

Monopoly is a terrible, depressing board game; as one expert famously said, it's all about "grinding your opponents into dust" while you cackle. But at least the gouging and economic ruin has been confined to cardboard. Until now.