What It Was: A socially-conscious track about the perils of racial profiling, with a massive hook that introduced the phrase “riding dirty” to the pop lexicon.

What Happened Next: “Ridin’” got a memorable tribute in Weird Al’s “White and Nerdy,” a spoof so popular its Youtube views surpassed the original’s. Chamillionaire himself has remained active in the rap game, releasing a second album (without any profanity!) and a long-running series of mix tapes, but his fundamental anonymity—Michael Jordan famously did not recognize him after the rapper bought his jersey at a charity auction—has kept him from repeating the success of “Ridin’.”

Where Are They Now?: His third LP, Venom, has been delayed since 2009, and after being dropped by Universal last year, Chamillonaire is legally forbidden from releasing any songs produced during the album’s sessions. He is currently at work on his new album Poison, which will be released independently.