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. Jeans Under Dress Outfit Y2k Dresses Over Jeans: A Retrospective : r Fauxmoi COLUMN: 5 2000s trends that should make a comeback The Appalachian 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