If you're still stumped about what shoes to wear with denim, let Y2K outfits serve as a source of inspiration. Pair flare jeans with sleek black boots and opt for a small kitten heel, much like ...

You head out the door, rocking low-rise jeans, a baby tee with a bold statement, a trucker hat, or a velour sweatsuit.

As its name suggests, it was all about the bling, taking inspiration ... 1990s and hipster-inspired outfits of the 2010s. With this broader interpretation of Y2K, calling McBling a Y2K subculture ...

If Y2K is The Matrix, McBling is The Simple Life. McBling style was all about, well, bling. Trend-setters sparkled ... 2003 show—and the Balenciaga Motorcycle Bag were also popular.

Here, WWD looks back at some of the most iconic outfits from that time, including Britney Spears’ snake outfit, Mariah Carey’s butterfly top and Christina Aguilera in her “Dirrty” era.