The Date: August 2011
The Crazy Moment: During filming for HBO's reality show, 24/7, which documented Mayweather's training for the Victor Ortiz fight, Mayweather almost got into a fist-fight with his father Floyd Mayweather, Sr.—and HBO's cameras caught all of the action and featured it on the first installment of the show.
Why It Was So Wild: Mayweather and his own father had to literally be separated by members of Mayweather's entourage in his gym. Yes, Mayweather and his own father. If that isn't the craziest thing Mayweather's ever been involved in, we don't know what is. We're just glad they didn't actually come to blows.