15 Celebs Wearing Low Rise Jeans During the Early 2000s Who What Wear Vintage Y2k 2000s Strapless Denim Dress with Belt Pleated Mini Jean Dress for Women from Dhgate Basic & Casual Dresses price 79.88 Dress Over Jeans Trend From the 2000s PS Fashion 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. 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 Y2K Pepe Jeans Midi Dress in Yellow Cotton Pop Sick Vintage