Beauty Makeup Transformation: Oprah Winfrey By InStyle Editors InStyle Editors Facebook Instagram Twitter Our editors and writers comprise decades of expertise across the beauty, fashion, lifestyle and wellness spaces in print and digital. We prioritize journalistic integrity, factual accuracy, and also having fun with every story we share. InStyle's editorial guidelines Published on May 25, 2011 @ 11:30AM Pin Share Tweet Email Photo: Michael Tran/FilmMagic Today marks the end of Oprah Winfrey's 25-year run as the queen of daytime talk shows. To mark the occasion, we've rounded up her most iconic hair and makeup looks! Winfrey has sported many hairstyles over the course of her career—from feathered bobs to shaggy chops—and gone modern minimalist to super glamorous in her makeup. "I carry more than a thousand lipsticks to her photo shoots and shows because she always wants a new color," said her longtime makeup artist Reggie Wells, who has used everything from burgundy to tangerine on Winfrey's pout. But her mouth isn't doing all the work. "She has the most expressive eyes," Wells noted. "They also speak volumes." And despite the fact that she's retiring from her show, Oprah shows no signs of slowing down. As Wells has said, "She's still full of energy and inspires everyone around her." Click through the gallery to see her transformation! MORE: Breaking Down Oprah's Style