The natural beauty scored her first movie role in The Man in the Moon.
Pat/Garcia/Stills/Retna
Witherspoon played around with a girly style. "It's nice to look kind of feminine in my off time," she has said. "It's the schoolgirl in me. I went to an all-girls school."
Jim Smeal/Galella
Her glamorous Golden Globes look was signature Reese. "She's comfortable with herself and isn't putting on makeup to look like somebody else," makeup artist Molly R. Stern has said.
Lisa Rose/JPI
The famous blonde went dark for her role in Walk the Line.
Pascal Le Segretain/Getty Images
She framed her baby blues with trendsetting fringe. "Her bangs aren't cut straight across; it's not at all little girl-like," hairstylist Mark Townsend has said. "It's flirty and grazing her eyes."
Gilbert Flores/Celebrity
Witherspoon accented her soft waves at the CMA Awards. "Reese loves wearing extra blush," makeup artist Jillian Dempsey has said.
Tony R. Phipps/FilmMagic
Witherspoon debuted her very personal In Bloom fragrance from Avon: "I have a lot of favorite smells from growing up in the South that I wanted to capture in this scent."
Jean Baptiste Lacroix/WireImage
Witherspoon looked stunning for our November cover in long, loose layers.
Mark Abrahams/Management Artists
For the opening of the L.A. Vera Wang store, Witherspoon wore her hair in piecey fringe created by Cervando Maldonado. "I used a smaller round brush to shape her bangs around her face and a bigger one through the length," said the stylist.
John Shearer/WireImage
The newly-engaged star rocked the Oscars in a '60s-inspired teased ponytail.
Lionel Hahn/Abaca USA
Big, sexy hair for the Golden Globes!
Vince Bucci/NBC/NBCU Photo Bank via AP Images
Witherspoon debuted a necessary (but still glam!) new hairstyle. "I was jogging and I got hit by a car," she told Graham Norton. "They said I am very hard-headed because I landed right on my head and I have a scar, hence my new hairdo."
David Fisher/Rex/Rex USA
Witherspoon debuts a shorter 'do, complementing her bob with a coral lip and black eyeliner.
John Sciulli/Getty Images
At this year's Golden Globes, the star opted for a sleek hairstyle and nude makeup.
Jason Merritt/Getty Images
The star showed off her blowout while promoting her film Wild.
WireImage
The ageless actress showed off side-swept bangs while promoting her new movie, Sing.
Monica Schipper/WireImage
At the premiere of her HBO mini-series, Big Little Lies, Witherspoon pulled back her wavy locks into a loose updo.
Steve Granitz/WireImage
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1997
Witherspoon played around with a girly style. "It's nice to look kind of feminine in my off time," she has said. "It's the schoolgirl in me. I went to an all-girls school."
2001
Her glamorous Golden Globes look was signature Reese. "She's comfortable with herself and isn't putting on makeup to look like somebody else," makeup artist Molly R. Stern has said.
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2007
She framed her baby blues with trendsetting fringe. "Her bangs aren't cut straight across; it's not at all little girl-like," hairstylist Mark Townsend has said. "It's flirty and grazing her eyes."
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2008
Witherspoon accented her soft waves at the CMA Awards. "Reese loves wearing extra blush," makeup artist Jillian Dempsey has said.
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2009
Witherspoon debuted her very personal In Bloom fragrance from Avon: "I have a lot of favorite smells from growing up in the South that I wanted to capture in this scent."
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2010
For the opening of the L.A. Vera Wang store, Witherspoon wore her hair in piecey fringe created by Cervando Maldonado. "I used a smaller round brush to shape her bangs around her face and a bigger one through the length," said the stylist.
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2012
Witherspoon debuted a necessary (but still glam!) new hairstyle. "I was jogging and I got hit by a car," she told Graham Norton. "They said I am very hard-headed because I landed right on my head and I have a scar, hence my new hairdo."
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