Vintage 2000s Y2K Strapless Denim Dress Second Shift Vintage Chicago, IL ATTIC Gen Z is bringing back dress over jeans fashion trend and millennials are reeling JEAN WEEK!! And then also one non denim outfit cause I can't help myself but dress like an early 2000s gay aunt : r oldhagfashion 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 Vintage 90s Grunge Denim Jean Indie Streetwear Midi Shirt Dress Size: 16 Teen eBay