If you’ve been watching Big Little Lies (or catching Legally Blonde — no shame), you’ve been seeing a lot of Reese Witherspoon of late. But do you remember what she looked like back in the day? Witherspoon rose to fame in the ’90s before some starlets were even born (paging Bella Hadid and Kendall Jenner) and long before Witherspoon’s doppelgänger daughter, Ava Phillippe, was even a sparkle in her mother’s eye.
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So we traced Witherspoon’s most iconic looks, from all the way back in 1991 until the present day, to have a closer look at the star’s transformation over the years that span her career. We scanned hundreds of images taken over the course of over a quarter of a decade to find the best of the best so you can really get a good idea of where Witherspoon came from — and where she’s headed next. She’s always had that trademark blond hair (except for a quick foray into darker territory!) and she seriously hasn’t aged since the ’90s. Ahead, the evolution of Witherspoon from all the way back in the day until now.
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Originally posted on StyleCaster.
There’s a lot going on in this pic—one of the oldest industry pics of Witherspoon out there. What’s going on with her hair? We have no idea, but one thing is for sure: We’d wear that shirt in a heartbeat.
Remember when Chris O’Donnell and Witherspoon dated? Yeah, we didn’t either. But here they are together, with Witherspoon in quite the red dress.
At the premiere of Waterworld, of course.
Having a serious ’90s moment.
OK, it was a bit of a strange style choice. But this was at the Cruel Intentions premiere!
Fresh-faced at the Legally Blonde premiere.
Witherspoon arrived pregnant with son Deacon Reese Phillippe for the Legally Blonde 2 premiere.
Back on the red carpet after giving birth to Deacon, Witherspoon gave brown hair a spin at the Venice Film Festival.
With her husband at the time, Ryan Phillippe, at the premiere of Walk the Line in New York.
Witherspoon won the Best Actress in a Leading Role award for Walk the Line at the Academy Awards that year.
In full Reese Witherspoon mode at the Golden Globes.
Remember when she dated Jake Gyllenhaal?! Yeah, we’d forgotten that one too.
With son Deacon and daughter Ava receiving her Hollywood Walk of Fame Star.
With Taylor Swift at the Academy of Country Music Awards — highlighting how tiny Witherspoon really is!
With Jim Toth, her new husband.
At the Oscars looking regal AF.
At the Vanity Fair Oscar Party looking sleek and lovely.
At the Met Gala. Does Witherspoon ever not look put together on a red carpet? We vote no.
Back at the Academy Awards!
February 2016 2
Grabbing coffee in LA proving that she can also do casual-cool.
With her complete look-alike daughter Ava at the Big Little Lies premiere.
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