The Rapper: Rick Ross
The Bet: In May 2011, Rick Ross met Manny Pacquiao before his bout with "Sugar" Shane Mosley and said he'd be putting a million dollars on Pacman's next fight, which turned out to be a match against Juan Manuel Marquez.
The Result: No word on whether or not the Boss actually got this bet in. But, if he did, he won! Ross has also gone on the record and said that he'll be putting up a cool $5 million on Pacquiao if and when he ever gets around to fighting Floyd Mayweather, Jr. Can't wait to see that! Maybe we can convince 50 to throw a few bucks on his boy Money May?