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The brand Fashion Forms has a lot of different backless and strapless options, says Courtney Killpack who runs the lingerie store Bosom Besties and the Instagram account Bra Fittings by Court

The volume of the black cape-like cardigan and heavy pleats on the skirt are balanced by the tighter fit of the light brown shoe, and some accessories like a polished leather bag and funky sunnies keep the outfit from feeling too severe

Plunge neck

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Timeless, versatile, and forever alluring, it works for every mood, moment, and season