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Kate makes an entrance at the Boodles Boxing Ball in hot-pink Issa as Diana wears a frothy gown to the opera in Milan, in 1985. Kate's thin, lengthy body looks good in any formal wear, but who knew Diana could look so fierce yet pretty in pink? Every princess, past or future, should be able to pull off a full on pink number. Still, we would say Di's got Kate beat here since she is sporting a tiara with her pastel pink dress. You will have that accessory of a lifetime soon enough, Kate!
Silver, shimmering gown with an exposed back designed by Bruce Oldfield. Diana wore this gown in March 1985 for a fashion show gala to aid Dr. Barnado’s Charity, which she was president of. Because of the wide shoulders of this gown and a few others, Diana soon received the nickname “Dynasty Di.”
July 2, 1985: Princess Diana visits the Western Isles of Scotland. (Photo by Tim Graham/Getty Images)