Michael Jackson’s underwear
$1 million
I think this one is taking it too far; during one of his molestation trials, one of the pieces of evidence was a soiled piece of underwear. After the trial was over, someone decided to ‘borrow’ the underwear and auction off the item.
It sold for a million bucks, and now someone has a dirty pair of the King of Pop’s Fruit of the Looms. Seriously.