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. Vintage Denim Jean Dresses 90s & 2000s Denim Dresses Dainty Denim Dress U Gotta Have It Boutique Vintage Y2k 2000s Strapless Denim Dress with Belt Pleated Mini Jean Dress for Women