22. Grandmaster Flash and the Furious Five (2007)
Grandmaster Flash and the Furious Five became the first hip-hop act to enter the Hall of Fame at the 2007 ceremony. It made a lot of sense since Flash was a pioneer on the turntables and the first rap song that many people heard was their 1982 classic "The Message." The surviving members of the rap collective came together that night for a grand medley of their classics. Keith "Cowboy" Wiggins died in 1989, and they honored him by putting a cowboy hat on one of the microphones.