Adam: "Tell your daughter to mind her own wardrobe. A free-spirited style is fine as long as it's age-appropriate. To look hip but sophisticated, slip in a few rock 'n' roll elements (Sgt. Pepper–esque velvet jackets, skinny jeans, boots, leather, anything studded) while keeping the rest of your outfit subdued. Or, do a more subtle "downtown" look—dark colors, unconventional shapes, touches of metal." Fine details—nailhead-studded boots (Stuart Weitzman, $475) and a fringed nickel-coated brass necklace (Burberry Prorsum, $995) add personality to the basic black dress (Zero + Maria Cornejo, $771) worn by Regina Mumme Whitaker, 49, a mother of two.
Scarf, Zero + Maria Cornejo. Tights, Hue.
Purple reigns when it comes to this quilted, quasi-military velvet. Gray jeans—yours needn't be as narrow as those on writer Damasa Doyle, 34—ground the strong piece (jacket, top, and jeans, L'Wren Scott).Shoes, Christian Louboutin for L'Wren Scott.
The Oprah Winfrey Show
Oprah's Best Life Series
Harpo Films
For One More Day
The Great Debaters
O, The Oprah Magazine
Subscribe Today
Oprah Radio
Oprah's Angel Network
Oprah's Book Club
