22. Roy Jones Jr. "Ya'll Must Have Forgot" (2006)
Life wasn't so sweet for Roy Jones Jr. in 2006. He was reeling from losing three straight boxing matches, and his legendary career that started with 34 straight victories was in jeopardy. But instead of going to the gym and putting in work, Rocky style, Jones Jr. decided to hit the recording booth, struggle rapper style. Here, Jones Jr. attempts to remind us about all of his accomplishments before his slump. Ironically, the video helped us forget his achievements and drew attention to the fact that boxers and music just don't mix.