Gwyneth Paltrow, 1999
Another one of the most iconic and favorite Oscar dresses of all time. Paltrow dazzled in this beautiful baby pink satin ensemble. Designed by Ralph Lauren, this fitting gown is still one of the most talked-about looks over the years.
71th Annual Academy Awards Arrivals
Angelina Jolie, 2000
The start of the millennium saw a lot of different looks being worn on the red carpet. Jolie wears a clean, black, and floor-length gown by Versace. This simplistic look looks amazing on Jolie’s figure and we can safely say she stole the spotlight.
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Angelina Jolie, 2000
