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.
8. Mad Men-Inspired Dress
In 2009, The Oprah Show celebrated the swinging '60s
with the stars of Mad Men
. Kelly worked with Emmy award-winning costume designer Janie Bryant to design this pink dress for Oprah. "This was such a fun collaboration with the costume designer," Kelly says. "The 1960s silhouette is actually perfect for Oprah's shape."