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.
2. Carolina Herrera Tweed Dress
Oprah wore this Carolina Herrera gray tweed dress in November 2009 to announce that Season 25 would be the farewell season of The Oprah Show.
"[It was] the ideal dress for that moment—classic and chic," Kelly says.