Dress You Up: Madonna in Harry Winston at the 1991 Oscars



Traditional. Conservative. Demure. These words aren’t usually used to describe Madonna—or the slinky Bob Mackie gown she wore to the 1991 Oscars, where she performed the nominated song “Sooner or Later” from Dick Tracy. But her Harry Winston accessories were another story. The singer borrowed several million dollars’ worth of jewels, including the firm’s now-iconic diamond cluster necklace, for the event. Winston had conceived the design—which features bunches of mixed-cut diamonds set together in platinum—nearly 50 years earlier after studying the Christmas decorations outside
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