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. In the early 2000's Apparently, I loved to wear dresses w jeans @ Los Angeles, California Recreating Jessica albas 2000s dress over pants look , #y2k #2000s #fashion The Dress Over Pants Trend Has Officially Returned To The Mainstream (And EmRata) British 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.