Reese Witherspoon's Best Hairstyles Ever

Reese does it all — and looks gorgeous while doing it. She's an Oscar-wining actress, a mother of two, the face of Avon cosmetics, and America's sweetheart. Flip through her most gorgeous moments and see if you have her star power using our Virtual Hair Makeover tool!

By Megan Cahn

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reese witherspoon smiling with red lipstick
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Red Lips

Reese stands out with bright red lips and her mega-watt smile at the CMA Awards in 2008.
reese witherspoon with a blunt haircut
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Blunt Cut

Reese has an edge with a long bob and defined cheekbones at the Beat the Odds Awards in 2008.
reese witherspoon with pinned hair and red lipstick
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Pinned Pouf

Reese pairs cherry-red lips with a pompadour and straight hair at the Beat the Odds Awards in 2006.
reese witherspoon with a retro bob
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Retro Bob

Reese has that movie-star glow, with rosy cheeks and a curled vintage-inspired 'do at the L.A. premiere of Four Christmases in 2008.
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Sexy Curls

Reese has a sultry just-got-out of bed look with voluminous curls and flushed skin at the premiere of Walk the Line in 2005.
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Platinum Fringe

Reese pulls back her super-blonde hair, leaving her bangs and a few soft tendrils to frame her face at the NYC premiere of Sweet Home Alabama in 2002.
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Screen Siren

Reese channels the 1940s with pearls and pin curls at the Golden Globe Awards in 2001.
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Elegant Updo

Reese's look is completely Oscar-worthy at the 2006 Academy Awards — it's no wonder she took home the Best Actress title.
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Chocolate Brown

Reese switches things up and goes brunette at the premiere of Vanity Fair in 2004.
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Chic Bangs

Reese stuns with pin-straight blonde hair, defined cheekbones, and a perfect pout at the Academy Awards in 2007.
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