Jessica was already a style chameleon when she began to grace red carpets in the late ’90s, with the star opting for a glamorous look at Aaron Spelling’s Holiday Party in this shimmering black gown.

Her star power was on the rise by 1999, and Jessica continued to experiment with her style. She chose a vampy black look for the TV Guide Awards and wore her brunette locks in tight curls in line with the trend of the time.

The actress went blonde in 2001, opting for a honeyed hue that suited her to perfection.

Jessica returned to the dark side a year later with an even darker brunette color than she was used to.

The star began to lean towards more natural makeup looks, with less intense eye makeup and a focus on her stunning complexion.

Jessica slowly incorporated more elegant, timeless and classic looks into her wardrobe in the mid-’00s, like this sparkling silver strapless gown worn at the Rome Film Festival in 2008.

Jessica’s darker tresses suited her to a tee, and brought out her glowing, tanned complexion.

The New Year’s Eve actress made the bold decision to cut bangs in 2013, which seemed to be practically made for her.

Jessica proved she truly can rock any style or color when she arrived on the set of Late Night with Seth Meyers in this boho-chic yellow dress that showcased her playful side.

The mother of two looked incredible in this chic getup featuring a patterned blazer, a high bun and a bold orange-red lip.

Jessica stunned in this burgundy leather jumpsuit for the launch of her brand, KinderMed.

Jessica showed the world that she can rock any hairstyle when she cut a bold, sharp bob in 2024.

Jessica’s style chameleon status has never faded, with the star continuing to wow at every red carpet event with her sartorial choices.