The mid-2000s were a fascinating era for celebrity street style. It was a time of bold choices, relaxed silhouettes, and a sense of playful, almost undone glamour. On May 17, 2006, Britney Spears stepped out for dinner at Tao Restaurant, and her outfit was a perfect encapsulation of that moment. This wasn’t a carefully constructed red carpet moment; it was a glimpse into a star’s effortlessly cool off-duty life.
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