Jennifer Aniston's Red Carpet Retrospective

She's come a long way from "The Rachel." Take a look back at the star's subtle style transformation.

jennifer aniston
Jeff Kravitz
She's come a long way from "The Rachel." Take a look back at the star's subtle style transformation.Plus, check out the photos from Jennifer's cover shoot, and read our interview her and her costars.
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jennifer aniston
Jeff Kravitz
September 1995
Showing off her fiercely sharp cheekbones and youthful daring, 25-year-old Aniston had just wrapped her first season of Friends when she wore this mid-drift baring ensemble to 1995 VH1 Honors. Ahhh, the '90s…do we long for them, or want to forget they ever happened?
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jennifer aniston
April 1998
We love the sleek and chic hair accessories and sparkly, wire-framed specs Aniston wore to the 9th Annual GLAAD Media Awards. It was an early glimpse at the simple style that Jen would make her own over the years to come.
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jennifer aniston
Ron Galella, Ltd.
January 1999
No, she's not returning from a Renaissance fair, but this black velvet number she wore to the St. Jude Children's Research Hospital's 35th Anniversary Gala does resemble something from the 15th century. It should be noted that this was definitely the look of the moment...and why some of us hate the late '90s.
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jennifer aniston
January 2003
Aniston, a frequent wearer pants on the red carpet (which we love), paired this black ensemble with a boot (she busted a toe on some furniture) and a cane — 100% pimpette. Never has an injury looked so chic.
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jennifer aniston
Mirek Towski
June 2002
We love Aniston’s bohemian, California girl style. But we were a bit surprised when she elected to wear a wife beater to the Hollywood premiere of her film The Good Girl, aka her move into serious "indie" films. Regardless, she looks like she's living a life we want.
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jennifer aniston
Carlo Allegri
January 2004
With understated elegance — yet amazing sexiness — the starlet rocked side-swept bangs and a plunging Valentino neckline in what has become her standard red carpet look: the perfect black dress.
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jennifer aniston
Desiree Navarro
November 2005
Aniston looked cool and collected in blue jeans while arriving at the Ed Sullivan Theatre for an appearance on the Dave Letterman Show. Though it must have been a tit bit cold out there.
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jennifer aniston
Frazer Harrison
March 2006
At the 78th Annual Academy Awards Aniston kept her hair and chic black Rochas dress simple in order to show off a 1930s platinum-and-diamonds necklace by Bvlgari. Would you not do the same if you had all those weapons in your arsenal?
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jennifer aniston
Jason Merritt
February 2009
A subtle braid was the perfect complement to Aniston’s otherwise tousled locks and absolutely angelic rhinestone-studded Valentino gown. We immediately tried one at home. Didn't you?
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jennifer aniston
Lester Cohen
September 2009
The shoes, the California-bronzed legs, the silver mini with sexy lace fringe, her signature blonde tresses ̬ Aniston brought her red carpet A-game at the L.A. premiere of Love Happens. We decided to go to the gym...and the colorist.
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jennifer aniston
Tony Barson
March 2010
This ombre Christian Lacroix dress sparked debates in the blogosphere after Aniston wore it to the French premier of her movie The Bounty Hunter. Some didn't love her wrapped up in color. We think shaking it up is always good.
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jennifer aniston
Florian G Seefried
February 2011
A flirty twist on her classic black look, Aniston paired in this edgy-for-her Gucci frock with tights and her signature tresses for the Berlin premier of Just Go With It. Well played, Ms. Aniston. Well played.
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jennifer aniston
Mike Coppola
May 2011
Aniston proves she's got fashion chops in this sexy, skin-baring orange Vivienne Westwood dress, pictured here at a bottle signing of her recently released eponymous perfume. The bright, summery dress perfectly complimented with her new 'do, executed by her longtime hair stylist Chris McMillan.
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