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This classic 90s piece transitions seamlessly into 2025 when worn with modern accents like a sweater vest or high-top sneakers

Y2K-Adjacent Shades Classic aviators are cool and all, but the sporty wraparound frames favored by 90 badasses fictional (Christopher Moltisanti) and not (Dennis Rodman) speak to a time when a bright new future was on everyone's mind

Doc Martens and other combat boots became symbols of the grunge movement, often worn with jeans or shorts for a rebellious look

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