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• THE DAYTIME
  DENIM UPDATE

  An unexpected riff on a proper blouse, this pretty pullover—done in a soft chambray—is all about the feminine details: exaggerated puff-shoulders, prim tie-neck detail. Better still, it can skew as dressed up or as toned-down as you need it to, simply swap jeans for a floaty skirt and sandals for something with height.

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• Ulla Johnson Wes Blouse, $265
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• Ulla Johnson Emmit Trousers, $300
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Wear with

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• BALMYARD BEAUTY Baby Love Balm Lip + Cheek Tint, $32; MARNI Fussbett Sandal, $690; PB 0110 Circle Shoulder Bag, $660; SOPHIE RATNER Diamond Hoop Drop Earrings, $530; ARIEL GORDON Pavé Spring Ring, $1,750

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• 2

• THE OFF-DUTY TO PARTY-DUTY DRESS

  The feminine florals on this silk-twill dress may read prim, but the dramatic sleeves and ruched bodice are as playful as it gets. It has a sexy A-line cut that effortlessly floats above the knees, so it looks particularly flattering worn with high-tops (during the day) or something strappy (for after-hours).

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• Rebecca Taylor La Vie
  Posey-Print Silk Twill Dress, $295
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Wear with

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• BALENCIAGA BA0130 Sunglasses, $375; Tibi HIGH-TOP SNEAKER, $450; KHAITE Laura Fitted Denim Jacket, $650; JACQUIE AICHE Mini Crescent Horn Studs, $2,000; ODP Safari Handbag, $865

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• 3

• THE ON-POINT PRINT

  Resting high on the hips, this palm-print skirt carves out the most flattering hourglass shape. Team it with something blousy and wear it from work to weekend.

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• MSGM Poplin Floral Skirt, $529
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Wear with

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• LITTLE LIFFNER Small Croc Shopper, $475; ATLANTIQUE ASCOLI Dimanche Top, $880; AGMES Stella Earrings, $630; ANCIENT GREEK SANDALS Alki Satin Sandals, $240

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• 4

• A BRIGHT IDEA

  In a splashy shade of sunflower-yellow, this slinky silk top is the color-happy alternative to any basic blouse. The prim tie-neck detail shows off a playful peek-a-boo keyhole; the subtle balloon sleeves gently taper towards beautifully exaggerated cuffs.

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• MSGM Tie Blouse, $389
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Wear with

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• BEAUTYCOUNTER Dew Skin SPF 20, $45; K JACQUES Strabon Sandals, $285; GOLDSIGN The Low-Slung Jeans, $295; KATHLEEN WHITAKER Sequin Ring, $2,750; LOEFFLER RANDALL Straw Tote, $295

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• 5

• SHEER ROMANCE

  Cut from the finest Italian silk, this ethereal tie-back dress—done in a pink-floral print—is in a word: romantic. The ruffled high-neck placket, elegant balloon sleeves, and playful hemline make the diaphanous silhouette shine. Meanwhile, the built-in slip-dress provides coverage. Minimal ankle-wrap sandals and a woven cross-body keep things grounded.

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• Rochas Mazzet Chiffon
  Printed Dress, $1,813
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Wear with

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• ILIA Multi-Stick, $34; JACQUIE AICHE Rose Quartz Potion-Bottle Necklace, $4,625; EMME PARSONS Susan Sandal, $395; ROLEX 36mm Day-Date Presidential, $9,200

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• A TAKE-EVERYWHERE TOTE

  Consider this structured top-handle tote a fresh riff on a carryall. It’s roomy enough for all the essentials, and then some—plus, the ombré blue stripes look just as at home seaside as they do in the city.

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• HAT ATTACK Small Provence Tote, $110
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Wear with

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• LOREN STEWART Pearl Triangle Bracelet, $756; TIBI Shirred Skirt, $395; ATM ANTHONY THOMAS MELILLO Schoolboy Crew Tee, $85; TATA HARPER Lip and Cheep Tint, $36

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• 7

• THE OCCASION-SPANNING LBD

  This shin-skimming dress has two ruffled straps interlocking dramatically at the back; meanwhile, the gently pleated skirt cinches at the waist to carve out the most flattering shape. Dress it up or dress it down—either way, you’ll want it on hand to get you through occasions big and small.

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• Ulla Johnson Willa Dress, $360
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Wear with

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• RITUEL DE FILLE Inner Glow Crème Pigment, $29; OLIVER PEOPLES Sayer Sunglasses, $425; ANCIENT GREEK SANDALS Kaloniki Sandals, $260; JACQUIE AICHE Gold Center-Burst Signet Ring, $1,438; SOPHIE ANDERSON Lia Bag, $245