Popsugar Fashion Oscars The Best Oscars Dresses of All Time 64 Iconic Oscars Looks So Beautiful, They Deserve an Award of Their Own 25 March 2022 by Randy Miller View On One Page Photo 22 of 67 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 22 Winona Ryder at the 2000 Academy Awards This strapless number caught everyone's attention at the Oscars in 2000. Previous Next Start Slideshow Celebrity FashionAward SeasonNostalgiaOscarsDressesRed Carpet