Inside Gayle King's Closet Makeover
Go behind the scenes as Adam Glassman helps Gayle clean out her overflowing wardrobe.
By Lisa Kogan

Photo: Jonny Valiant
"Whoa!" says Gayle, upon finding 34 cents, a bobby pin, and a tampon at the bottom of this old bag. How old? "I haven't had my period in six years!"

Photo: Jonny Valiant
"The key to a giveaway pile," Adam says, "is this: You've got to get it all to a charity fast, before anybody has a chance to rethink."

Photo: Jonny Valiant
Gayle loves this Renaissance-style dress so much, she'd like to have it copied in a different fabric. Adam is not a fan. "But if you really love it," he says, "you can wear it next time you're invited to a jousting match."

Photo: Jonny Valiant
Gayle bought this lemon chiffon dress on a hot day in Australia. "It may have looked terrific on the mannequin," Adam says, "but I don't want to know this much about your bra—this is way too sheer." Out it goes.

Photo: Jonny Valiant
"I'm fat!" Gayle moans. "No!" Adam says with authority. "You are not fat. You're just not the same size you were when you bought this. Besides, I'd never let anybody talk about you like that—not even you!"

Photo: Jonny Valiant
"Look," says Adam. "I know the fact that honeybees are endangered is a problem, but this is not the answer!" Gayle argues that the dress belonged to Oprah and she loves it. Alas, the memory can stay, but the piece must go.

Photo: Jonny Valiant
Adam takes a deep breath. "Gayle, you know those paper cups they use for baking blueberry muffins..." Point taken. Gayle shimmies out of the dress she once loved and delivers it to the giveaway pile herself.

Photo: Jonny Valiant
Even Gayle finds these shorts inexplicable. "I suppose I was going through an unfortunate safari phase," she says, baffled. She and Adam agree to file them under "seemed like a good idea at the time" and send them on.
Keep Reading: Gayle King's Extreme Closet Makeover
Keep Reading: Gayle King's Extreme Closet Makeover
From the March 2012 issue of O, The Oprah Magazine