Late night talk show host David Letterman announced he will retire from his position as host of the late night CBS staple, The Late Show with David Letterman, in 2015. The long-running show has been on-air since August 1993, and within it’s 21 seasons and over 4,000 episodes, some of the biggest hip-hop artists have dropped by, providing classic moments – performing on the Late Show stage or sharing a laugh and insight with the legendary host. With appearances ranging from Snoop Dogg to Will Smith, check out five great hip-hop moments with David Letterman.