Kate Moss

When discussing iconic supermodels, Kate Moss’s name always comes up. As one of the shortest models to ever walk the runways, the London native has broken barriers in the style business. Moss has evolved into a formidable entrepreneur over the course of her career.

Considering how often she is photographed, it is inevitable that at least one of these pictures will turn out poorly. She is not always perfect and well-groomed, as evidenced by the picture on the right. In 2013, at the Mummy Rocks charity event, the style icon was photographed from an unflattering angle, making her look disheveled.