Oprah's Great Closet Cleanout

Oprah chose more than 150 items to auction on eBay. Oprah and O's Adam Glassman give a sneak preview!

By Adam Glassman

Classic Suit

Adam: "Everyone needs a cream suit for spring—whether the pieces are worn together to the office or separately for a more casual look."

Barry Kieselstein-Cord Bag

Adam: "Barry Kieselstein-Cord is a classic designer. With a simple suit or sheath dress, this bag will complete your outfit."

Chicago Olympic Delegation Jacket

Oprah: "The Chicago delegation for the 2016 Olympics all wore the same jacket to Copenhagen. I would have kept this if Chicago had won."

Silver Booties

Adam: "Oprah is fortunate enough to get a lot of gifts and hates to part with them. Metallics are in now, and these will look great with trousers."

Green Lace Up Shoes

Oprah: "These are from a time when I was doing a menswear look. They still look terrific with pants."

Woven Bag

Adam: "Great bag! Just not Oprah's style, and it's too small for her frame. But it's still chic."

Stretch Boot

Adam: "Who didn't own a stretch boot in the early to mid-'90s? Comfortable? Yes! A little outdated? Not necessarily. This pair will still look great if worn with trousers."

Ralph Lauren Cashmere Bucks

Oprah: "These are my Ralph Lauren cashmere bucks. They just make me happy—they're supercomfy. I've had them about nine years. I think I have two more pairs at home."

YSL Strappy Heels

Oprah: "These Yves Saint Laurent heels would be perfect for a garden party or a wedding."

Patent Wedge

Adam: "Oprah believes that wedges are often the most comfortable way to wear a heel—and this is a great neutral shoe."

Brown Boot

Oprah: "I did love these boots. I wore them one time, and they killed my feet—but now I know it was the fit: I've since learned I wear a size 11, not 10."

Find out how to bid!

From the March 2010 issue of O, The Oprah Magazine