Winona Ryder
Long before she became the reigning queen of nineties goth-cool, a young Winona Ryder was rocking denim overalls and a classic sunlit bob. Even with the wholesome school-picture pose, those unmistakable, expressive eyes already had the star power that would soon captivate an entire generation.
Halle Berry
Long before she was collecting Oscars and playing iconic superheroes, a young Halle Berry was already mastering the art of the smolder. Between the glorious cascade of eighties curls and that oversized acid-wash denim jacket layered over a striped collar, she was effortlessly cool before Hollywood even knew her name.
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