Gwen Stefani, 1998
For better or worse, the MTV Video Music Awards have always featured some of the most divisive looks, including Gwen Stefani’s look from 1998. There are so many elements that make Stefani’s look both iconic and controversial; the futuristic skirt over the pants is very ’90s, but the Bindi Crystals are problematic. Regardless of your feelings about the look, I believe the furry blue bikini top with matching hair is something we should bring back.
Prince, 1999
The MTV Video Music Awards have some years that elevate the term “iconic” to new heights; one of them was the 1999 awards show. Prince not only wore this iconic head-to-toe blue metallic look with matching hoops and braids, but he also wore this iconic head-to-toe blue metallic look with matching braids. When the network asked him to perform his song, 1999, he rebuked them and agreed to introduce TLC to the stage instead. Prince, in short, was always willing to take a chance, which is why his legacy is ingrained in the cultural zeitgeist.