Dress Over Pants: Is There A Stylish Way Of Wearing It Sans The Y2K Nostalgia? Do we remember the iconic 'dress over jeans' fashion moment? #y2k #y2kfashion #2000s #2000sfashion #2000movies #90s #90sfashion #nostalgia #vintage #vintageshop #thrifting #ootd #fashion Vintage 2000s Men's Banana Republic Distressed Boot Cut Jeans, 35 32 Ian Drummond Vintage 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. Vintage 2000s Y2K Cop Copine Subversive Prairie Milkmaid Style V Neck Thee Cultivator 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.