In the early 2000's Apparently, I loved to wear dresses w jeans @ Los Angeles, California Dress Over Pants? Why not.. When discussing fashion trends of the by Starryli Medium The early #2000s trend of wearing dresses over jeans was a popular #y2k era look, often featuring a long dress, like a babydoll or slip dress, layered over flared or skinny jeans. A Dress and Jeans TikTok 2000s Fashion History: Why did we layer jeans under dresses and skirts? : r femalefashionadvice