Rappers have been dabbling in genres outside of hip-hop for years. Whether it’s The Notorious B.I.G.’s gloriously off-key, “Playa Hater” (from Life After To Death) or Andre 3000’s groundbreaking half of Speakerboxxx/The Love Below or Kanye West’s electronic tour de force, 808s & Heartbreak—the urge for emcees to drop down and get their croon-on dates back to before the Golden Era.

These artists have successfully pushed their talents past the margins of hip-hop and into a variety of other genres. Check out the five rappers who stepped outside of hip-hop, and did it well.