While the Grammy-winning artist-­producer, 39, may have first hit the fashion scene in a '90s Tommy Jeans ­campaign, he has stayed sartorially ahead by maintaining a grip on style's most essential tenet: fusing the old with the new.

Subscribe to billboard biz to continue reading this article and thousands more.

Billboard.biz subscribers get:
  • 24/7 coverage of every genre and sector of the business with over 150 exclusive charts
  • Bulletin: Breaking stories, chart info and analysis sent directly to your inbox every weekday
  • Billboard Magazine iPad Edition: An enhanced version of the magazine with video, photo galleries and playable charts
  • Archives: A rich history of Billboard.biz articles and exclusive charts

Join now or Log In