For nearly three decades Calvin Brodus, better known as Snoop Dogg, has entertained fans the world over while his persona and art have evolved. Originally Snoop was a hard-edged rapper with ties to gangsters, which earned him a lengthy criminal record that included some prison time. Although now removed from the thug life, Snopp still has a touch of the outlaw in him, with that rebellious spirit channeled into more legitimate endeavors.

Snoop’s ability to both defy cultural norms while also influencing them puts him in good company with the other personalities in the 19 Crimes line of wines with “Snoop Cali Red.” Though the Australian vintner has until now featured people associated with the Catalpa Rescue, a daring escape from the British penal colony in Western Australia, Snoop Dogg has been just as daring and bold throughout his career, playing big gambits that pay off, like collaborating with lifestyle celebrity and fellow ex-con Martha Stewart.