2000s style: how to rock the 2000s fashion trends 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. In the early 2000's Apparently, I loved to wear dresses w jeans @ Los Angeles, California Gen Z is bringing back dress over jeans fashion trend and millennials are reeling 15 Y2K Fashion Trends Back in Style: Capris, Flip flops & More 2000s Fashion of the 2000s is back what trends were popular almost 30 years ago photos