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. Dresses Over Pants: The Quirky Y2K Trend Is Back The 11 Most Tragic Things We Wore In The Early 2000s Will Make Us Cringe Now PHOTOS Dress Over Pants? Why not.. When discussing fashion trends of the by Starryli Medium