Mischa Barton
Now, here's a bona fide 2000s celebrity. Actress Mischa Barton was practically christened the 'It' girl of 2003. Her portrayal of Marissa Cooper embodied the ideal we all aspired to be. However, she has since voiced her concerns about the relentless paparazzi intrusion during that era.
In this photograph from the 2000s, Mischa is clad in a truly regrettable ruched, sequined, long gray top accompanied by jeans and pointed pumps. She has since abandoned the fashion trends of that era in favor of more refined looks.