3. The $65m pants
When Roy Pearson's neighbourhood dry cleaner misplaced his trousers he demanded compensation -- $65m worth to be exact.
He not only claimed "mental suffering, inconvenience and discomfort" but that the Satisfaction Guaranteed and Same Day Service signs in the dry cleaners represented fraud.
Luckily Pearson, himself a judge, was not presiding over his own case and not only lost his pants and the case, but, eventually, his job as a judge.