I love remembering Princess Diana through a fashion lens because she so clearly enjoyed expressing herself through her clothes. She was a fearless dresser and loved experimenting with the trends of the moment but she also appreciated classic pieces.
Her style also evolved significantly over the course of her tragically cut-short life. When Princess Diana emerged in the spotlight after getting engaged at only 19 years old, she favored twee sweaters, youthful overalls, and Peter Pan collars, while in her 30s she wore a lot of sharp skirt sets and tailored coats. She also gained more and more confidence as she adjusted to her post-divorce life, which was absolutely reflected in her fashion sense. Revenge Dress, anyone? In homage to the late, great Princess Diana, scroll down to re-create some of her best winter outfits worn with boots.