Since the early '90s, Reese Witherspoon has had a long, prolific career in the entertainment industry. Through dozens of red carpet appearances for awards shows and movie premieres, the actor has proved herself to be a true style icon.
Witherspoon often gravitates toward pieces that seem to be influenced by whatever project she's working on; for example, she wore pink pieces while promoting the "Legally Blonde" franchise, and an ethereal gown to the premiere of "Just Like Heaven."
Work-inspired ensembles aside, the actor has a distinct personal fashion aesthetic that lives at the intersection of vintage and modern. From cardigans and combat boots to glamorous gowns and heels, keep scrolling to see how Witherspoon's style has changed since 1996.
In July 1999, Reese Witherspoon wore a grunge-meets-glam ensemble to "The Fear" premiere in Sydney, Australia.

For a perfectly '90s look, the actor paired a maroon maxi dress with a cropped, sequin-emblazoned cardigan and combat boots.
At the Los Angeles, California, premiere of "Cruel Intentions" in February 1999, she paired a baby doll top with a maxi skirt.

Witherspoon quite literally tied her outfit together with a thin gold belt.
In May 2000, she wore a strapless gray dress to the Sixth Annual Blockbuster Entertainment Awards in Los Angeles, California.

Witherspoon completed her monochromatic ensemble by pinning her hair back and layering on eyeliner.
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