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The Rise and Fall of Vanilla Ice, As Told by Vanilla Ice

Thirty years after "Ice Ice Baby," Robert Van Winkle is ready to talk about it all—his rise, his fall, and that infamous night on the balcony.

I. Something Grabs a Hold of Me Tightly

Vanilla Ice was discovered on Martin Luther King Jr. Boulevard. It was the winter of 1987-88 in South Dallas, or maybe it was the following summer. All exact dates have dissolved into a haze of liquor, hair spray, and the tinnitus caused by long-gone 808 claps. The only thing anyone can agree on is that at the height of hip-hop’s first Golden Age, all the action in the Triple D went down at a club called City Lights.

The property had already weathered several boom-and-bust cycles. Originally a segregated postwar movie palace christened the Forest Theater, it was alternately transformed into a jazz cellar, a recording studio, and the stage for legendary seances by B.B. King, Wilson Pickett, and Prince. By the end of Reagan’s second term, a local entrepreneur named Tommy Quon had resurrected it as the hip-hop epicenter of North Texas. From Thursday night until the break of dawn Sunday morning, the dance floor rumbled with a thousand rowdy but chic revelers. They freaked and hit pop locks, the Roger Rabbit, and the wop. The walls shook from Whodini, LL Cool J, Too Short, N.W.A, and the DFW’s own Fila Fresh Crew. Late at night, when you could feel the bass deep in your sternum, the spot would erupt to the seismic shake of Nemesis’s regional anthem “Oak Cliff.”

The ballers, hustlers, and dope dealers of South Dallas coexisted in uneasy communion. B-boys and D-boys intermingled with models and around-the-way girls. No evidence exists that Roy Tarpley was ever in attendance, but I’d bet on it. This was the heart of South Dallas, the trenches. Tussles were frequent, and being Texas, half the club came strapped. It was no place for the meek, but without risk, there is no reward. In the DJ booth was the surgical turntablist Floyd “Earthquake” Brown, who spotted something out of the ordinary one Saturday evening.

“I noticed this white guy dancing in the crowd,” Brown says. “City Lights was all Black, so at first I was like, ‘What does he think he’s doing?’ He could dance his ass off, and we’d never seen a white guy do that. The women was loving it and getting all up on him like, ‘Oooh, look at him.’ And he was like, ‘I’m not finna stop. I’m gonna make y’all love me.’”

In about two years, in September 1990, the anonymous white dancer in the crowd would drop To the Extreme, which would sell 15 million copies worldwide, faster than any album since Purple Rain six years earlier. Its inescapable lead single, “Ice Ice Baby,” became the first rap song to top the Billboard Hot 100 and accelerated the genre’s crossover into the American mainstream. There were Vanilla Ice dolls, a ghostwritten autobiography, a Scholastic book with MC Hammerrock ’n’ roll comics, and a board game that came with a toy boom box; a Vanilla Ice movie and cameos in both Madonna’s Sex book and the Teenage Mutant Ninja Turtles sequel. The first white solo rapper to become a pop star would have one of the most dizzying ascents and precipitous downfalls in music history. At 23, he was briefly the biggest rapper in the world and the public enemy of hip-hop purists—the subject of (still ongoing) debates about appropriation and authenticity. But before any of that could transpire, he had to win over the doubters in South Dallas.