Britney Spears

Britney Spears’ red-carpet style evolution can be perfectly described as from cute to daring. The Princess of Pop is fond of experimenting with her style when it comes to her red carpet looks. She goes from denim dresses to the most glamorous gowns that you can see. Would you believe her first red carpet outfit was a cute simple pink dress in 1999? She’s only 17 then, and her style fitted her age.

Everything changed when the millennium began, and Britney started to look fierce. Her appearance began to be the talk of the town, especially her crystal-encrusted bodysuit at the 2000 MTV Video Music Awards, which turned out to be one of her most famous outfits. The hitmaker, however, also has her fair share of infamous ensembles. Remember when she donned an all-denim dress alongside her then-boyfriend, Justin Timberlake, who also wore a matching denim suit? It became notorious to some degree for looking a little eccentric.