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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Felt fedora, $995, SAINT LAURENT BY ANTHONY VACCARELLO, ysl.com. Divas’ dream earrings in 18-karat pink gold and diamond, $5,990, BULGARI, bulgari.com. Top, $2,490, and skirt, $2,980, VALENTINO, Valentino Boutiques. Medium 16 bag in satinated calfskin, $4,550, CELINE BY HEDI SLIMANE, Celine Soho, 212-226-8001. Izzy boot in split suede, $1,095, TABITHA SIMMONS, tabithasimmons.com.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Courtesy of metallic details and bejeweled embellishments, simple styles—such as Mary Jane pumps and loafers—are going glam.

Fiak pump in white patent leather with gold cube heel, $845, CHRISTIAN LOUBOUTIN, christianlouboutin.com.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Designers are looking to the past for today’s most fashion-forward handbags, with top-handle silhouettes resuming their place as the look du jour.

Matelasse oversized hooded coat, $3,450, and printed chiffon pleated skirt, $1,650, ADAM LIPPES, adamlippes.com. Gianna oval box handbag in claret lizard, $5,695, MARK CROSS, modaoperandi.com. Chandi T-strap pump in carmine velvet, $995, ALTUZARRA, barneys.com.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Pritika Swarup

Classic pearls get a revamp in stunning hairpieces and statement earrings, showing that this once-standard gem is anything but boring.

White pearl headband, $1,395, DOLCE & GABBANA, select DG boutiques. Divas’ Dream earrings in 18-karat pink gold and diamond, $5,990, BULGARI, bulgari.com. Augusta oyster leopard printed crepe de chine top, $1,295, ALTUZARRA, similar styles available at Neiman Marcus.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Brillant MM bag in dream hurricane vegetal and tobacco, $6,500, DELVAUX, Delvaux Fifth Avenue.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Cognac leather mini Alibi bag, $2,290, OSCAR DE LA RENTA, Oscar de la Renta boutiques. Poppy fringe loafer 100, smooth calf in tan, $690, MULBERRY, mulberry.com.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Divas’ Dream earrings in 18-karat pink gold and diamond, $5,990, BULGARI, bulgari.com. Brooch, $1,400, CHANEL, available at Chanel boutiques nationwide, 800-550-0005. Cropped bell-sleeve small checked bow blouse, $2,350, tweed jacket, $4,400, and Dior Gang kitten heel, $1,090, DIOR, Dior boutiques nationwide, 800-929-3467. Pleated skirt, $695, CLAUDIA LI, claudia-li.com.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Black wool jeweled skirt, $1,995, DOLCE & GABBANA, select DG boutiques. Courbette blue velvet pointy pumps with detachable black satin bow, $955, ROGER VIVIER, rogervivier.com.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Coaching silk scarf in dark blue, $425, HERMÈS, hermes.com. Wool double breasted cape, $5,490, MAX MARA, Max Mara Madison Avenue, 212-879-6100. White silk dress, $745, BOSS, hugoboss.com.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Selle de Dignitaire silk scarf in honey, blue, and green, $415, and Cinhetic bag in blue night calfskin, $10,000, HERMÈS, hermes.com. White silk blouse, $995, DOLCE & GABBANA, select DG boutiques.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Always an autumnal staple, knee-high boots are getting a fresh look in bright hues and pops of prints.

Earrings, $1,700, CHANEL, available at Chanel boutiques nationwide, 800-550-0005. Pinga mohair turtleneck in optic white, $575, ALTUZARRA, similar styles at altuzarra.com. Nude tulle classic trench coat, $2,690, and pearl flower baroque hair clip, $190, SIMONE ROCHA, Simone Rocha boutiques, 646-810-4785. White boots, $1,895, BRUNELLO CUCINELLI, Brunello Cucinelli, 136 Greene Street, New York City.

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Photographed by Ben Lamberty
Styled by Jessie Ajluni

Channel a dash of ’70s flair with fall’s dramatically shaped chapeaus.

Leather beret, $250, ZIMMERMANN, us.zimmermannwear.com. Divas’ Dream earrings in 18-karat pink gold and diamond, $5,990, BULGARI, bulgari.com. Matelasse oversized hooded coat, $3,450, and printed chiffon menswear shirt, $750, ADAM LIPPES, adamlippes.com.

Hair: Yohey at De facto Inc. using Keratase.
Makeup: Angela Davis Deacon at De facto Inc. using Glossier.