Gen Z is bringing back dress over jeans fashion trend and millennials are reeling 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 Trend From the 2000s PS Fashion Chanel Denim Dress EARLY 2000s MINI BLUE JEAN DRESS perfect Depop Forever 21 Jean Dress Small Denim Overall Colorblock Mini Zip Fringe Y2K 2000s