Who: Sabrina Pomilio

What: La Moda leather jacket, Urban Outfitters sweater, American Apparel sweater, Chaos skirt, and H&M boots

Wear: She’s a little bit naughty and a little bit nice with grungy tights and a polished Chanel bag

Photo by Anne Ziegler

Who: Marni Shea
What: Kenneth Cole jacket, Beckerman dress, and Prada boots
Wear: Her boots are the best kind of heavy metal

Photo by Anne Ziegler

Who: Micaela O’Leary
What: Levis jeans, Old Navy boots and vintage hat, sweater, and bag
Wear: Her taste in sweaters is left of center

Photo by Anne Ziegler

Who: Andrea Foster
What: Spotted: a cheetah-print scarf worthy of Kate Moss
Wear: Costume National jacket, sweater, scarf and bag, and Current/Elliot jeans

Photo by Anne Ziegler

Little House on the Prairie takes to the street
Photo by Leanne Bayley

Who: Henrietta Klug

What: Her shoes add a hole new dimension to flannel and leggings

Wear: Urban Outfitters flannel shirt, Urban Outfitters leggings, Sara Berman bag, and Zara shoes

Photo by Anne Ziegler

Who: Chase Cole
What: A true hippie at heart in a maxi dress and prayer beads
Wear: Lindsey Thornburg cloak, The Row dress, Yves Saint Laurent bag, and vintage shoes

Photo by Anne Ziegler

Who: Andrea Vargas Dieppa

What: It’s no longer a man’s world—but her ensemble might convince us otherwise

Wear: Vintage hat, vintage Bergdorf Goodman blazer, SURevolution bracelet, Kooba handbag, Topshop jeans, and Dieppa Restrepo shoes

Photo by Anne Ziegler

Her shorts-tights pairing is off the cuff
Photo by Josie Gealer