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The Office Space star tried wild-child faux dreads for the Emmy Awards. "Jen's adventurous side--she did this look once and never went there again," said makeup artist Robin Siegel. (Photo: Ron Davis/Shooting Star)See More of Jennifer's Transformation
Jennifer Aniston has the hair every woman wants. After winning the role of Rachel on "Friends", the actress caused a hair phenomenon in 1995 when her updated shag was copied by women all across the country. Her friend and stylist Chris McMillan says he simply "chopped off" Aniston's wavy locks to achieve the look. Recently, the "Wanderlust" actress made headlines again, after growing out her sleek, angled bob into honeyed waves. The natural brunette (and natural beauty) graduated from N.Y.C.'s LaGuardia High School of Music and Art. (Photos: Paramount/Shooting Star and Michael Buckner/Getty Images for PCA)See More of Jennifer's Transformation
The natural brunette (and natural beauty) graduated from N.Y.C.'s LaGuardia High School of Music and Art. (Photo: Seth Poppel/Yearbook Library)See More of Jennifer's Transformation
For the "Leprechaun" premiere, the actress wore her mahogany locks in long layers and sported ultra-'90s brick lipstick. (Photo: Ron Galella/WireImage)See More of Jennifer's Transformation
The cut that launched a thousand layers! "This was the original Rachel, with layered shoulder-length hair," said hairstylist Chris McMillan. (Photo: Kevin Mazur/WireImage)See More of Jennifer's Transformation
A newly-minted movie star with "'Til There Was You" and "Picture Perfect," Aniston brought the focus to her bright blue eyes with smudged liner and an understated updo. (Photo: Starstock/Photoshot/Everett Collection)See More of Jennifer's Transformation
The Office Space star tried wild-child faux dreads for the Emmy Awards. "Jen's adventurous side--she did this look once and never went there again," said makeup artist Robin Siegel. (Photo: Ron Davis/Shooting Star)See More of Jennifer's Transformation
"The one and only time I cut her hair short," McMillan said of this wavy bob. "She wanted to do something different." (Photo: SGranitz/WireImage)See More of Jennifer's Transformation
A bronzed glow and honeyed highlights accentuated the "Bruce Almighty" star's sea-blue eyes. (Photo: Jeffrey Mayer/WireImage)See More of Jennifer's Transformation
"There's such a freshness about her look," said makeup artist Angela Levin of The Breakup star. "She likes clean, glowing skin with soft, neutral makeup." (Photo: Jen Lowery/Startraks)See More of Jennifer's Transformation
"Her dress had a '60s mod feel, so we did bone-straight hair to match," said hairstylist Richard Marin. (Photo: Jean Baptiste Lacroix/WireImage)See More of Jennifer's Transformation
Aniston starred in "He's Just Not That Into You" and set trends with her Oscars hairline braid. (Photo: Craig Barritt/JPI Studios)See More of Jennifer's Transformation
The "Just Go With It" star rocked a sleek new cut courtesy of Chris McMillan. "I call it a hairline bob that follows the jawline down," the stylist told Allure. "It's angled and inspired by Vidal Sassoon haircuts and Julie Christie from Shampoo." (Photo: REUTERS/Susana Vera /Landov)See More of Jennifer's Transformation
Long, honeyed strands, but for how much longer? "I've been thinking about dyeing my hair a dark brown because I feel it would be healthier—it's my my natural color," our March cover girl told us. (Photo: Lionel Hahn/AbacaUsa.com)See More of Jennifer's Transformation
For the People's Choice Awards, the actress opted for a classic beauty look. "I like to call it 'California babysitter hair'—it's that hair I always thought was cool when the sitter came over," said Aniston's hairstylist Chris McMillan. Aniston's makeup artist Angela Levin used the star's edgy ensemble as a starting point for her silvery eye makeup. "The inspiration was 'bad girl in a pretty dress,'" she said. Levin applied Chanel's Illusion D'Ombre shadow in Mirifique to her upper lids, then layered the brand's Quadra Eye Shadow in Vanites on top, starting with the dark purple as liner. (Photo:Michael Buckner/Getty Images for PCA)See More of Jennifer's Transformation
