Black tie optional
Translation: Fancy, flirty, any length
"Dressing up is my favorite thing to do," says Janie Bryant, costume designer for the AMC series Mad Men and designer of the clothing line Janie Bryant MOD for QVC. "I like my legs, so I usually wear something shorter, with very high heels. And I love to experiment with distinctive fabrics," she says. This dip-dyed silk charmeuse dress (Callula Lillibelle) fits the bill—and evokes the feminine shape of midcentury style that Bryant knows so well. Shoes, René Caovilla.