Dress Over Pants? Why not.. When discussing fashion trends of the by Starryli Medium The 2000s Dress Over Jeans Trend Is Back In Full Force In the early 2000's Apparently, I loved to wear dresses w jeans @ Los Angeles, California The Y2K Dress Over Pants Trend Is Backand More Elevated Than Ever Vogue 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. Dress Over Jeans Trend From the 2000s PS Fashion