27. Gwyneth Paltrow’s Pink Ralph Lauren dress (1999)
Without a doubt, the iconic pink dress Gwyneth Paltrow wore to the 71st Academy Awards is considered one of the best Oscar dresses of all time and remains one of her most iconic looks on the grand stage. Created and designed by Ralph Lauren, the dress featured spaghetti straps with a plunging V neckline. The simple yet elegant cut has proven to remain timeless, which shows exactly what the Actress pulled off. The ensemble was completed with a matching pink shawl and a Harry Winston jewelry set that included a diamond choker, bracelet, and earrings.
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