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Oprah's 5 All-Time Favorite Never-Letting-Them-Go Outfits

Oprah once auctioned off over 150 items on eBay, but a few items will remain in her closet forever.
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Oprah in her closet with her 2005 Oscar dress

The 2005 Oscar Dress

Oprah: "This is Vera Wang couture from the 2005 Oscars, when Jamie Foxx won for Ray. This was one of my prettiest days—and I knew it. As I hit the red carpet, my earring dropped. There are all these shots of me with my hand behind my ear. But I was just catching my earring."

Photo: Ruven Afanador
From the March 2010 issue of O, The Oprah Magazine
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