Get Organized With Oprah's Great Closet Cleanout

Feb. 24, 2010— -- If you've always wanted to shop from Oprah Winfrey's wardrobe, now's your chance!

Winfrey is cleaning out her closet for charity after 25 years on the air, with the help of "O" magazine creative director Adam Glassman. The talk show queen will auction 150 items of clothing, shoes and accessories on eBay, with proceeds benefitting The Oprah Winfrey Leadership Academy in South Africa.

Glassman gives "GMA" a preview of the items Winfrey parted with, and shares great tips on how to simplify your own closet spaces.

Glassman says this black quilted Chanel bag and gold Bottega Veneta purse are examples of bags Oprah purchased in her "ladies who lunch" phase. Although they're very chic, they proved impractical for her lifestyle and too small for her frame.

This Carolina Herrera satin dress was an example of a "fantasy piece" for Winfrey, according to Glassman. It's a stunning dress, but not one she wore regularly.

Now you can truly walk in Oprah's shoes! Oprah is known for her fabulous footwear, like these red Prada wedges. She wears a new pair of shoes for every show and only puts them on for the taping.

During her closet cleanout, Oprah discovered that she's actually a size 11 shoe, not a size 10, so her collection of items to be auctioned includes beautiful shoes that are too small and in great shape.

The auction also features a collector's item: the jacket Winfrey and other members of the Chicago delegation wore to Copenhagen for the 2016 Olympic bid. Winfrey said she would've kept the jacket if Chicago had been awarded the Olympics.

Get a sneak peek at more of the Great Closet Cleanout items being auctioned in the March issue of O magazine. CLICK HERE to learn more about the auction, which begins on March 1, and will continue until March 11.