11. KRS-One "I Can't Wake Up" (1993)
Album: Return of the Boom Bap
Producer: DJ Premiere and KRS-One
Billed as the first KRS-One solo joint, as opposed to a Boogie Down Productions record, Return of the Boom-Bap didn't disappoint when it comes to witty wordplay. On the wonderfully whimsical “I Can't Wake Up,” aurally sculpted by DJ Premier, brother Kris approaches the song as though it were a weed version of 50 Cent's fantastical “How to Rob.” Yet, instead of jacking famous hip-hop stars for their gold and money, KRS dreams that he is a blunt getting smoked by Redman, Showbiz, Grand Puba, Fab 5 Freddy and others. With a tone that sounds lighter than usual, this is one of KRS's best.