Photo: Jake Rosenberg of the Coveteur

Who Can Turn The World On With Her Style?
"A crisp white shirt under a V-neck has been my favorite look since I saw Mary Tyler Moore do it in the '70s. The collar and shirttail are attached to this sweater, so there's no extra bulk."

Top, Lauren Ralph Lauren, $198. Vest, White House Black Market, $450. Pants, Lafayette 148 New York, $298. Earrings, Nina Runsdorf. Bracelets (from top), Isharya and Arlette Jewelry. Handbag, Burberry. Pumps, Jimmy Choo.
oprah white dress

Photo: Jake Rosenberg of the Coveteur

Zen and The Art of Closet Maintenance
"I've been crazy about Donna Karan from day one! Her Urban Zen line has become my go-to look."

Dress, Urban Zen, $695. Trenchcoat, Vince, $495. Earrings, Sylva & Cie. Bracelets, Ashley Pittman. Ring, Bounkit. Espadrilles, Michael Kors Collection.

Photo: Jake Rosenberg of the Coveteur

Walk A Mile in Ellen's Shoes
"Adam tells me you need to do a pointy toe with your wide-leg trousers so you don't end up looking chunky. I went with shoes from the Ellen DeGeneres label because they look and feel great."

Top, Urban Zen, $595. Cardigan, The Row, $1,690. Pants, Ann Taylor, $119. Earrings, Sidney Garber. Ring, Ippolita. Bracelet, David Yurman. Pumps, ED by Ellen.
oprah gold skirt

Photo: Jake Rosenberg of the Coveteur

Golden Girl
"I wear this for entertaining at home. I like a blend of plain and fancy, so I pair the glitzy gold skirt with a simple black sweater to calm things down. Or I'd wear cream with it."

Sweater, ATM Anthony Thomas Melillo, $395. Skirt, Marc Bouwer, $1,400. Earrings, Nina Runsdorf. Bracelet, Beladora.

Photo: Jake Rosenberg of the Coveteur

Sneaking Around
"Aren't platform sneakers fantastic?! I'm also big on mixing high and low—like this Brunello Cucinelli cardigan with these pants from Chico's."

Cardigan, Brunello Cucinelli, $1,345. Top, Majestic, $135. Pants, Chico's, $89. Wedges, Chanel.

Photo: Jake Rosenberg of the Coveteur

You Had Me At Elongating
"I knew I'd like this outfit the minute I saw it. The pencil skirt hits in a good place; the top is forgiving; the monochromatic color is elongating; and, if I closed my eyes, I'd swear I was wearing pajamas."

Sweater, Urban Zen, $595. Skirt, Urban Zen, $995. Earrings, Daniel Espinosa. Bracelets (from left), Vaubel Designs and RLM Soho. Ring, Bounkit. Booties, Pour La Victoire.

Lightening Up
Clearing your closet can be a joy, not a chore, says June Saruwatari, author of Behind the Clutter: Truth. Love. Meaning. Purpose. "It's a way to know yourself on a deeper level by thinking about what you really want and need. You're making space for whatever life is going to bring next. If you don't love something, set it free. It's going to make someone else feel like a million bucks."