Kim Basinger, 1990

By the end of the ‘80s, Kim Basinger had cemented her status as one of Hollywood’s most alluring figures, a title earned through her array of steamy roles on the silver screen. Maybe that’s what inspired her to channel her inner Sandy from Grease, post-transformation?

In 1990, for the VMAs, Basinger selected a form-fitting black catsuit, which she paired with a robust leather jacket and a prominent headband, a choice of attire for presenting the “Best Dance Video” award. While her leather jacket is a classic piece many would gladly sport today, her broad, workout-esque headband doesn’t quite harmonize with contemporary fashion tastes—we’d definitely leave that element in the past!