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.

Plus, check out the photos from Jennifer's cover shoot, and read our interview her and her costars.


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?
Jeff Kravitz

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.

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.
Ron Galella, Ltd.

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.

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.
Mirek Towski

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.
Carlo Allegri

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.
Desiree Navarro

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?
Frazer Harrison

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?
Jason Merritt

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.
Lester Cohen

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.
Tony Barson

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.
Florian G Seefried

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.
Mike Coppola
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