For fine jewelry inspiration, look no further than Lauren Hutton’s first cover for U.S. Vogue in November 1966. With those expressive eyes and that asymmetrical smile (she was advised not to reveal her famously gapped teeth), you can already see a fashion icon in the making. In the photograph by Bert Stern, she wears a black satin Cossack blouse by Lynn Stuart for Mister Pants and a coral bead necklace and owl pin from Tiffany & Co. (We love the haphazardly twisted strands against the stiff gold lace trim.) By 1970 the model had embarked on an acting career, and in a staff memo then–Vogue editor Diana Vreeland wrote of Hutton, “This girl is obviously on her way to becoming an important star. I feel we are not using her importantly enough.” The magazine apparently heeded Vreeland’s call: Hutton has appeared on the cover of Vogue a record 26 times.
(Bert Stern/Condé Nast via Getty Images)