Watch Jay Z's First-Ever Television Freestyle in 1990
Entertainment
BET’s Rap City in 1990 was a far cry from the beast it eventually became: before there were elaborate sets (aka your mom’s basement but graffiti’d), it was simply a room, crates, and a couple of seats. In this cozy setting, a babyfaced Jay Z made his first-ever TV appearance, flanked by Big Daddy Kane who gave the then-young rapper the cosign because he probably felt like he needed to.