Rebecca Romijn interviews rapper Jay-Z (in Rocawear) at the 1999 MTV Video Music Awards.
Season: 11 Episode: VMA99
Title: House of Style at the 1999 MTV Video Music Awards, "A Night at the Opera"
Original Airdate: 9/11/99
Appearances: Jay-Z, Chris Rock, Lil Kim, Donatella Versace
MUSIC AND FASHION: JAY-Z WEARS ROCAWEAR ON THE RED CARPET
At this point, House of Style has evolved from being a fashion news show to becoming a red-carpet live report of MTV's major events. Here, Rebecca talks to Jay-Z at the 1999 VMAs. At the Movie Awards earlier that year, Jay had a more formal approach to his attire; our host remarks that he’s dressed down, to which he responds, “This is music, this is something I’m a part of,” implying that he can wear whatever the hell he likes in this arena. He also dubs his look “corporate thuggin’,” which of course calls to mind “So Ghetto” lyrics: “Jigga-Man you rich, take the doo-rag off… Won’t change for no paper, plus I been rich.”
This is kind of a big moment: Jay is debuting his Rocawear line with a red, blue and white outfit that’s not yet available in stores. Rebecca observes that he’s not quite wearing his clothes head-to-toe: He’s wearing Nikes. It’s a nice bit of foreshadowing to the S. Carter Collection by RBK deal that he’d sign with Reebok in 2003. They became the fastest-selling sneaker in the company's history.
+ WATCH 1999 VMAS: JAY-Z ON THE RED CARPET
POP CULTURE AND FASHION: CHRIS ROCK FINDS A HOSTING OUTFIT
Comedian Chris Rock (in Calvin Klein) hosts the 1999 MTV Video Music Awards.
This is a quick peek behind the scenes at the VMAs, and a look into host Chris Rock’s outfit for that year. The comedian/actor’s stylist Amanda Sanders talks about their relationship with Calvin Klein, who outfitted Chris for his comedy special in a black leather outfit. The wardrobe choice is particularly important with regard to the lighting and how the outfit will play against different sets. For 1999, Rock opted for an off-white suit. It was a clean, sharp look that was just as rock n roll as black, but drew the eye and held your attention. Perfect for a monologue.
+ WATCH 1999 VMAS: CHRIS ROCK IN CALVIN KLEIN
MUSIC AND FASHION: LIL KIM’S BOOB ATTENDS THE 1999 VMAs
Rebecca Romijn interviews rapper Lil Kim (in a boobie onesie outfit) at the 1999 MTV Video Music Awards.
Of all Queen Bee's outrageous outfits, her sheer, metallic, catsuit took the asymmetrical cake with a neckline that plunged to the point of revealing a boob in its entirety. The dress was designed by Kim’s stylist (and Diddy’s ex) Misa Hylton. Of course, the areola was covered with a matching sparkling modesty pastie, but of course this proved to be more a bullseye than a shield when Diana Ross copped a feel, jiggling the boob with her right hand to prove its buoyancy.
Oh, and her shoes were Steve Madden.
Lil Kim's boobie moment with Diana Ross at the MTV Video Music Awards in 1999.
Photo: MTV/Gif: MTV
+ WATCH 1999 VMAS: LIL' KIM'S ONESIE
DEMOCRATIZING STYLE: DONATELLA VERSACE STANDS UP FOR THE STREETS
Rebecca Romijn interviews designer Donatella Versace at the 1999 MTV Video Music Awards.
Donatella is amazing. In this clip, she’s asked about youth culture and personal style. Rebecca tries to goad her into talking about trends she dislikes or thinks will become regrettable, and our platinum-tressed hero never once takes the bait. “Anything they dare to do, they should do it,” she says. “I think kids in the street, they wear fantastic clothes. They have a good sense of style—especially in New York. I don’t think nothing is too crazy... as long as you enjoy it.” Correct.
+ WATCH 1999 VMAS: DONATELLA VERSACE