In the early 2000's Apparently, I loved to wear dresses w jeans @ Los Angeles, California 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. Dress over jeans look that was popular in the 2000s : r WhyWereWeOkWithThis How to Wear a Dress Over Jeans 2024 Dress Over Jeans 2000s Trend 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.