Popsugar Beauty Oprah Winfrey Oprah Winfrey Beauty Looks 40 Times Oprah Winfrey Proved She Is a Gosh Darn Beauty Icon June 3, 2018 by Alaina Demopoulos First Published: September 12, 2017 View On One Page Photo 8 of 42 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 8 Sept. 22, 2002 At the 54th annual Emmy Awards, Oprah was the epitome of early-aughts glam. She rocked a modified, cropped "Rachel" and taupe lip. Previous Next Start Slideshow Oprah WinfreyBeauty NewsCelebrity HairCelebrity Beauty