Samantha is InStyle's senior fashion editor ... 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 ...

Did you ever bury a time capsule when you were a kid? What did it have in it? If you’re a millennial, we can bet it had at ...

Gotham/GC Images; Gotham/WireImage Jessica Simpson was a pioneer of Y2K-era fashion from her reality TV days to TRL appearances and viral music videos. And 20 years later, she admits she's still ...

Sandals are the bane of any fashion ... chunky Y2K perfection. £350.00 COPERNI Miista's floral kitten heels have been topping my summer wishlist for quite some time. Featuring a sleek black ...