Original Y2K Pepe Jeans Vintage Mini Dress Nineties Naughties 1990s 2000s Millennium Etsy Katie Holmes Brings Back Questionable Early 2000s Jeans and Mini Dress Trend on the Red Carpet 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. 6 ways to style dress over jeans as the controversial Y2K trend makes a comeback for autumn 21 Reminders Of How We Used To Dress In The '00s