“Jughead” is clearly considered the clunker on Diamonds and Pearls and one of the biggest missteps in Prince’s discography. The song’s main vocalist, the rapper Tony M, is treated like a pariah, a mistake. Out there on the Internet there’s a Prince fan who has even edited Tony M out of some of songs and posted the “improved” results. Let’s step back and take a breath, as well as a bird’s eye view on this.
Anthony Mosley was a backup dancer for Prince who was invited to rap on some songs. His style of rhyming is fairly basic, somewhat of a throwback for 1991. He won’t ever be mistaken for a technician, he probably wouldn’t have won many freestyle battles, and he will not, on “Jughead” or elsewhere, wow you with his dexterity.