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How to dress Y2K if Y2K scares you, you're dress options. Number one a baggy jeans. This is a you are already jean. Number two, skinny bootcut jean. Still baby doll top. I feel like it's not crazy, but it's still cute. You can definitely go for a more neutral bag. I don't own bags, so to match that pink flip. I think flip-flops works well. Basic. Everyone has flip-flops, but something about gives me those 2000 vibes. Maybe level to 100, a 2K outfit. Goodbye.