Oooh, there are some really crazy ones out there, but perhaps one of the most weird and at the same time heart warming, was a British guy who was diagnosed with a terminal illness. Doctors gave him something like 6 months to live and he put a bet down that he'd be around...hang on, let me see if I can find the article...(goes to Google...)
Here's a link:
Daily TelegraphBetting on your own life may not be a first, but this is certainly one that hit the news for the 'obscure factor'!
Iain.