Candy-colored stripes and jeans lend a relaxed, playful spin to an iconic '80s look.
Paired with a boxy jacket and tough boots, it has an off-duty-ballerina feel.
Give it a Friday-night vibe by throwing in sexy details, like a chain-embellished tee and sky-high stilettos.
Complement the unexpected silhouette with crisp, rolled chinos and a cropped bomber.
A drapey top and cardigan keep with the gracefully slouchy effect; simple heels provide flattering height and polish.
Wear them as you would classic trousers—a button-down and a big belt add a preppy glamour.