As far as iconic Princess Diana fashion goes, the black-and-white sheep sweater (designed by Sally Muir and Joanna Osborne of the knit-wear label Warm & Wonderful and first worn by Diana in June 1981 just ahead of her wedding to Prince Charles) takes the royal cake.
Not only did Diana wear it more than once, we recently learned from royal fashion expert Elizabeth Holmes that she owned two versions of it. A signature look? Perhaps. At the very least, it was an important part of her wardrobe—and one that sent a message. (Of course, what could have simply been an attempt at humor way back when took on newfound significance following her death.)