Angelina Jolie's Red Carpet Retrospective

Credit: Kevin Mazur

January 1999

The then 24-year-old Angelina sparkled in this embellished Randolph Duke gown at the 56th Annual Golden Globe Awards in 1999. The following year she won her first Academy Award for Best Supporting Actress for her performance in the film Girl, Interrupted.

Credit: Getty Images/Staff

January 2001

Angelina slicked her hair back and wore a platinum satin Versace gown to the 58th Annual Golden Globe Awards. Although her body looks great, we're not really feeling the dark, goth makeup — we prefer a smoky-eyed or au natural Angie.

Credit: L. Cohen

July 2003

After two years of Tomb Raider fame, the sequel, Lara Croft Tomb Raider: The Cradle of Life propelled Angelina to superstardom among video game buffs and movie-lovers alike. She looked stunning at the film's world premiere in a black cowl-neck gown.

Credit: Frazer Harrison

February 2004

Girls all over (including us!) flocked to seamstresses to replicate the white satin Marc Bouwer gown Angie wore to the 76th Annual Academy Awards. The flowing train, knotted waist, and plunging neckline say classic beauty over and over again.

Credit: Giulio Marchocchi

March 2004

We love us a little leg! Angelina appears almost fawn-like in this nude mini, gold pointy-toe pumps and mile-long gams at the world premiere of Taking Lives.

Credit: Dave Hogan

May 2004

Menswear Alert! No one can pull off basic black-and-white like Angelina, and you'd be hard-pressed to find a woman who looks as sexy as she does in a classic suit. She wore this one well to the 57th Cannes International Film Festival Premiere of Shrek 2 and there was nothing boyish about it.

Credit: Pascal Le Segretain

September 2004

Angie took it easy at the 61st Venice Film Festival world premiere of Shark Tale. She wore washed-out bootleg denim with a white tank, and spiced up the outfit with a gold embellished bolero and matching gilded pointy-toe pumps.

Credit: L. Cohen

September 2004

This white dress Angie wore to the Los Angeles premiere of Sky Captain and the World of Tomorrow is simple, but not spectacular. What draws our eyes to Angelina in this picture are her bright red shoes! It's a rare occasion when Angie wears color and the pop of red brings an element of surprise to her outfit that makes it work.

Credit: Vince Bucci

June 2005

Talk about a vixen! Angelina was full-on vamp in a leather halter gown at the 20th Century Fox premiere of Mr. & Mrs. Smith. The smoky eyes, big hair and bare shoulders add to her allure, and we can bet Brad wasn't the only guy who couldn't take his eyes off her that day.

Credit: Arnaldo Magnani

October 2005

Besides her acting, Angelina might just be known best for her humanitarian ways. Three of her six children are adopted and she's spent much of the past ten years visiting refugee camps around the world. The devoted mother attended the 1st Benefit Worldwide Gala for Worldwide Orphans wearing a sleeveless, but modest cream lace gown.

Credit: Kevin Mazur

January 2008

We love ombre and we love this vintage Hermes gown Angie wore to the 14th Annual Screen Actors Guild Awards. No one knew it at the time, but she was concealing a Jolie-Pitt baby bump under the loose-fitting frock.

Credit: Chris Polk

July 2008

Loving the sophisticated black trench Angie wore to the 13th Annual Critics' Choice Awards! She channeled a modern day Jackie O., diamond earrings, soft curls, and all.

Credit: Valery Hache

May 2008

Four months after she was spotted at the SAG Awards with a possible baby bump, Angelina flaunted her (very big!) baby belly in a gorgeous green Max Azria Atelier gown at the 61st Cannes Annual Film Festival screening of Kung Fu Panda.

Credit: Kevin Mazur

January 2009

We want to raid Angelina's closet — the dresses just keep getting better and better! She emitted an understated elegance in the most gorgeous draped ice-white Max Azria gown at VH1's 14th Annual Critics' Choice Awards.

Credit: Jeff Vespa

August 2009

Angelina was half biker girl, half siren at the Weinstein Co. screening of Inglorious Basterds. Though the film starred her hubby Brad, Angie ruled the red carpet in a black leather strapless midi dress by Michael Kors.

Credit: Jeff Vespa

July 2010

Angie wore a seductive black, sequined Emporio Armani mini dress to the Los Angeles premiere of Salt at the Grauman's Chinese Theatre. Not only does she look phenomenal, her ear-to-ear grin also radiates how happy she is.

Credit: Samir Hussein

August 2010

Angelina, you gorgeous woman, you. As far as we're concerned, she could wear a bed sheet and still look fabulous! The Amanda Wakeley loose-fitting tank gown Angie wore to the UK Film Premiere of Salt, which might not work on someone else, was perfect on her.

Credit: Steve Granitz

January 2011

Amazing! Amazing! Amazing! Angie really wears her dresses well. And although she usually sticks to neutrals, we're so glad she donned this emerald green Atelier Versace gown to the 68th Annual Golden Globes — she's a real gem!

Credit: Lester Cohen

May 2011

Somehow, the more dark the clothing and accessories, the better — if you're Angelina Jolie, that is! Angie wore all black: patent pumps and belt, and a calf-length dress (with a sexy thigh-high slit!) to the Los Angeles premiere of Kung Fu Panda.

Credit: Steve Granitz

May 2011

Hollywood's highest-paid actress dazzled in this bright Grecian one-shoulder Jenny Packham gown at the Los Angeles premiere of The Tree of Life. Can it really get any better than this? We think she'll be able to manage it somehow, and we can't wait to see what she'll wear next!