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Power-Shoulder Blazers

Candy-colored stripes and jeans lend a relaxed, playful spin to an iconic '80s look.
Floaty Dropwaist Dress

Paired with a boxy jacket and tough boots, it has an off-duty-ballerina feel.
Bandage Skirt

Give it a Friday-night vibe by throwing in sexy details, like a chain-embellished tee and sky-high stilettos.
Asymmetric-Hem Tank

Complement the unexpected silhouette with crisp, rolled chinos and a cropped bomber.
Printed Silk Pants

A drapey top and cardigan keep with the gracefully slouchy effect; simple heels provide flattering height and polish.
Wool Shorts

Wear them as you would classic trousers—a button-down and a big belt add a preppy glamour.