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To get the scoop on how to purchase the right one and how to keep a classic look up-to-date with the seasons trends, Shop TODAY consulted three stylists for their expertise

In this case (and most cases), wear black patent leather shoes, or a more ornate pair in patent and calf skin leather

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The sexy halter design wont have you missing your bikini in the least, and it is perfect for the last days of summer

For extra comfort, consider discreet gel insoles youll thank yourself when the evening extends past midnight

This outfit pays respect to the combination of street and grunge fashion that marked the 90s while also capturing the carefree spirit of the era