29. Jay-Z "Imaginary Player" (1997)
Producer: Daven "Prestige" Vanderpool for The Hitmen
Album: In My Lifetime, Vol. 1
Label: Roc-A-Fella/Def Jam
Even if Jay-Z wasn't the $100 million man in 1997, he made you believe he was. You talked it while Jay lived it. Do you even know the difference between a 4.0 and a 4.6? Unlikely.
Ever gotten a manicure on a plane before? Of course not. It was already a hard knock life for the false-fronting players out there, and Jay made it even harder for them to breathe.
On “Imaginary Player,” Jay was truly rapping about some other shit, most of which the hip-hop community at large wasn't up on in 1997. Luxury rap at its finest.