Shakira, 2001

Shakira has consistently celebrated her distinct style and musical flair, occasionally involving an extravagant mix of leather and, unexpectedly, feathers. At the 2001 VMAs, the Colombian star made an appearance in lace-up, low-rise leather pants, complemented by a bird feather-adorned halter top.

This ensemble could easily be a fashion misstep for most, but Shakira manages to own it effortlessly! While her current sleek and sophisticated demeanor is admirable, there’s a nostalgic charm to the bold cowgirl-leather phase that accompanied her “Whenever, Wherever” era.