I have to be honest: every time I plan to grow my hair out, I see a photo of Michelle Williams with her perfectly cute, pixie ‘do and I’m forced to run to the salon and have them snip it all away. To me she is a trendsetter who, despite a devastating loss, has persevered and come out on top. She is strength and courage personified. And for this generation of actors, Williams has not only solidified herself as a true talent, but a style icon.

But even the greatest style icons need to start somewhere, and in Williams’ case it was on a dock with some guy named Dawson. Granted it was the 1990’s but back then she did occasionally wear some pretty frumpy mom jeans. Sometimes it takes at least a decade to get in to a Valentino dress, if ever at all.