Rappers have forever been quick to shout out their favorite luxe alcohol in songs and videos. But the days of sticking to Moet, Hennessey, and Grey Goose are over. Now, the most entrepreneurial artists either start their own brands or sign endorsement deals to cash in on the business of boozing.

Here, we take a look back at some of the most notable spirits and wines launched by, or in conjunction with, hip-hop royalty (for rare but awesome craft beer-and-rap collabos, check this out). Click through the gallery above to see them all.