Amy Fine Collins
A Vanity Fair scribe who lives in New York, Collins is striking in an Alaia dress and sweater, red Manolo Blahnik sandals, and print Prada bag, all from Saks.
The Nantucket resident preps forward in a Ludlow pin-stripe suit, pink Ralph Lauren dress shirt, and amusing Stubbs & Wootton slip-ons.
A Hingham resident, Doyle is unmissable in a delightful pink Milly jacket with textured Pete sweater and faux-leather leggings.
This Chestnut Hill denizen looks smashing in a chic Akris dress with luxe leather boots from Pollacks and a Bottega Veneta bag.
From Wellesley, she dresses up white AG Jeans with a Narciso Rodriguez draped top, Louboutin open-weave heels, and an Hermes tote.
The Brookline resident goes futuristic in a digital sneaker-print dress from Mary Katrantzou, with a silver Stella McCartney bag and Michael Kors pumps.
This Bostonian glows in a chartreuse Gucci coat, Daniela Corte blouse and flared pants, glitzy Charlotte Olympia shoes, and Valentino bag.