Tip: Give a sweeping skirt more structure with a tailored blazer and opaque tights.
Above, clockwise from left: Vena Cava Maxi Dress, $550, available in March (in black) at Opening Ceremony; Rebecca Norman Disk Necklace, $138, available at Max & Chloe; Alexander Wang Wool Zipper Blazer, $562.59, available at My Theresa; Lipstick Queen Wine Saint, $18, available at Barneys New York; A.P.C. Madras Pointelle Tights, $56, available at La Garçonne; Robert Clergerie Deesse Platforms, $690, available at Barneys New York.
Tip: Toughen up your feminine florals with bad-ass boots and biker accents.
Above, clockwise from left: Motel Painting Rose Long Sleeve Mini Dress, $67.99. available at ASOS; Madewell Suede Biker Vest, $295, available at J.Crew; Rika Love Scarf, $173, available at La Garçonne; Laura Mercier Lip Stain, $18, available at Sephora; Dr. Martens 1914 Boots, $124.95, available at Endless; Giles & Brother Domed Spiked Bangle, $140, available at Zoe.
Tip: Bring an ethereal dress down to earth with sturdy clog boots and a fun faux fur jacket.
Above, clockwise from left: Topshop Meadow Print Maxi Dress, $190, available at Topshop; Juicy Couture Bracelet Sleeve Faux Fur Jacket, $398, available at Piperlime; Lorac Sheer Wash Lip and Cheek Tint, $20, available at Drugstore.com; Swedish Hasbeens 455 Lace-Up Boots, $428, available at Endless; ASOS Double Wrap Belt, $20.40, available at ASOS.
Tip: Reinvent the glamorous hippie with western accents and a dramatic eye.
Above, clockwise from left: Victoria's Secret Off-the-Shoulder Maxi Dress, $59.99, available at Victoria's Secret; Lucky Brand Freedom Message Belt, $59.50, available at Lucky Brand; Frye Antique Riding Boots, $498, available at Bergdorf Goodman; Victoria's Secret Eyeshadow Quad, $15, available at Victoria's Secret.