Sure, maybe he just likes the song, but if I had to diagnose what this guy is doing I’d say a lot of hip hop has this (for lack of a better phrase) keeping it real focus. The rappers develop personae, (that’s why he’s Snoop Dogg, not Calvin whatever his last name is) and within that character, they establish an identity, often a kind of badass one. Taken out of context, like, for example, sung in a country drawl, the song seems out and out ridiculous. The lyrics are still there, but the performance, the intended transmission, is vanished. I’m not saying there’s anything wrong with what this guy is doing, but it seems a lot more like mockery than homage to me.
Sure. Probably it’s just something Wenderoth found amusing.
Thing is, if one compares the subject matter of bluegrass music to the subject matter of gangster rap, one finds that—even though the slang is different—they are sort of fundamentally the same. Or pretty darn similar. Murder ballads. Drinking songs. Songs about meeting girls and dancing.