Cher

Quite simply, when it comes to Oscar red carpet fashion, nobody does it like Cher. Usually, it’s the best actress and best-supporting actresses that take the lead, but when Cher shows up, she shuts it down. Every decade, Cher always dons a look that will make everyone’s jaw drop.

In 1986, the Academy asked the singer to present the award for Best Supporting Actor and she delivered. She arrived in a sparkly two-piece that showcased her toned torso. What made her look stand out more was the Bob Mackie headpiece she wore. Certainly, her bold choices always upped the electricity for the event.