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Black Wave This Nano Suit is a pirate-themed swimsuit with a long-sleeved cropped top in sailor suit style

Cyrus's stylist Bradley Kenneth has outfitted the three-time Grammy winner in buzzy looks from brands including Saint Laurent, Maison Margiela, Mugler, Thom Browne, Hermes, Roberto Cavalli and Alexander McQueen

What to Avoid with This Combo : Extremely formal settings where traditional footwear is expected, overly embellished gowns that might clash with the casual sneakers

Elizabeth Taylor, 1960 : Taylor knew that a great way to emphasize her glamorous eyes was to swipe on some deep red lipstick

This black midi dress features a round neckline, silver floral jacquard fabric, an open back with a self-tie bow, tiered skirt with ruffle detailing, and short puff sleeves

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