Believe it or not, it’s been 20 years since Who What Wear came to be, and we have a lot to show for it, especially in the arena of celebrity style. Whether you’ve been a reader of ours for years or weeks, you know that we have our finger on the pulse of what celebrities are wearing at any given moment. Over the past two decades, we’ve covered countless celebrity looks on the red carpet and off, but there are a select few that truly stand out for being the most influential and dictating what’s cool, wordlessly deciding which trends will take off, and sometimes even launching their own brands or collaborations.

In celebration of Who What Wear’s 20th anniversary, we invite you to peruse our list of the 20 multitalented celebrities who have defined the past 20 years. These actors, musicians, supermodels, and multi-hyphenates have had numerous memorable style moments over the years and, in many ways, shaped what people around the world wear. We can’t wait to see how their style evolves over the next two decades.

Collage of Rihanna photos that show her style over the years

(Image credit: Gilbert Carrasquillo/GC Images/Getty Images; Larry Busacca/Getty Images; George Pimentel/WireImage/Getty Images)

Rihanna