Outfitting Oprah: A Stylist's 10 Favorite Looks
, the woman behind Oprah's wardrobe, has styled hundreds of looks over the years. See her personal favorites.
5. Naeem Kahn Skirt and Sweater
Kelly still loves the Naeem Kahn outfit Oprah wore for the 20th season premiere with Jennifer Aniston.
"It had a very celebratory feel—just enough sparkle without being too dressed up," she says.