Oprah is parting with everything from a Barry Kiesselstein-Cord handbag to a jacket she wore as part of the Chicago delegation for the 2016 Olympic bid in Copenhagen. Through the cleaning, Oprah developed a new perspective on her own style. "In the past, I've gotten talked into a lot of trends," she says. "But I don't have to be on anyone's best-dressed list. I'm really just trying to become more of myself."
The closet cleanout caused some anxiety for Oprah, who reflects on a time when things weren't so easy. "There was a time when I had to budget for clothes, and I still do so subconsciously," she says. "Early in my career, when I was an anchor-woman, I had a beige suit, a navy suit, and a black suit. Period. And I would just interchange them. Even now, wasting money on clothes makes me crazy."
A sneak preview of the items included in the Great Closet Cleanout is in the March issue of O magazine on newsstands now: