Dated: Axl Rose (1991-1993)
The most desirable model of her generation, Stephanie Seymour started dating Axl Rose when the Guns N Roses frontman saw her March 1991 Playboy spread and insisted she appear in his videos for “Don’t Cry” and “November Rain”. After she dropped then-boyfriend Warren Beatty, Seymour and Rose quickly became fashion’s hottest “It” couple.