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She Wore THAT? 25 Then-and-Now Style Pics From Your Favorite It Girls
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Reese Witherspoon

Now: There's a certain sweetness to Reese's look that even sexy cuts can't take away from. On the red carpet, Reese likes monochrome ensembles. But sometimes she'll stray from the expected with a bold shoe, like these ankle-strap pumps.

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