06. Rita Moreno
Already in 1962, Rita Moreno won the Oscar for the best-supporting actress in an elegant black and gold boat neck dress.
When she first wore the glamorous dress, Moreno won the best supporting actress award for her role in the West Side Story – the actress’s first Oscar win. Fifty-six years later, the actress entered the red carpet in the same look. She even wore the same black satin opera gloves. Amazing!
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