Friday Fashion Flashback: Reese Witherspoon’s Style Transformation Over the Years

Reese Witherspoon has been hitting the red carpet this week in anticipation for the release of her latest film Hot Pursuit with Sofia Vergara, and her amazing sense of style got us thinking… The 39-year-old actress has been posing on red carpets for nearly 24 years!

Reese Witherspoon, Child Model
Reese Witherspoon shares adorable throwback of herself!

After debuting in her first leading role in the 1991 flick The Man in the Moon,  a 14-year-old Witherspoon walked the carpet wearing a daisy-printed top with matching cowboy boots and looking as cute as a button!

Of course, the Nashville-raised star carried her country style with her through many of her appearances, only so often drifting into a couple daring looks — like the one time she dared bare her tummy in a 90s-style crop top and low-cut skirt as a teenager.

As Witherspoon got older, her fashion sense matured, too. She began to totally engulf a classic, womanly style with a hint of sexiness that has remained timeless over her years in the industry.

So in honor of her new film and her enduring fashion sense, we’re taking a look back at her evolution over the years.

Launch the gallery above to check it out!