Here's one of the craziest prop bets in history. According to several news sites, Antonio "The Magician" Esfandiari, the winner of The Big One for One Drop in 2012 ($18.3 million), has made a bet with millionaire businessman and poker amateur Bill Perkins that he will get $500,000 if he doesn't have sex for 1 year.
The bet followed another prop bet made the same day. That bet was that Esfandiari would get $150,000 from Perkins if he didn't eat bread for a whole year. If he failed, he would have to give $25,000 to Perkins. Now, that bet didn't last for long as Esfandiari asked Perkins after just a few minutes to buy out of the bet - Perkins accepted 90 minutes later for a small fee of $5,000