We Found Jennifer Aniston's 10 Best Red Carpet Looks of All Time

"Jennifer looks like a modern-day Grace Kelly," say Maria Grazia Chiuri and Pierpaolo Piccioli, the creative directors behind Aniston's sweeping Valentino Haute Couture ball gown for the Oscars. "We love how she wears everything with an innate naturalness."

It took the Atelier Versace team 300 hours to make this fully beaded look for Aniston's Oscar night. The bodice was designed using curved lines to create a painted-on effect.

On the Golden Globes red carpet, the best actress nominee for Cake joked about her #iwokeuplikethis savviness. "Oh, yeah, I slept in these last night," she said of the onyx and gold Neil Lane chandelier earrings that set off this custom Saint Laurent by Hedi Slimane number.

Boyfriend jeans and a tank top are her daily uniform, says Aniston. So it's fun to see the no-fuss beauty embrace her girlie side in a floral Dior dress and suede Casadei heels.

The secret to Aniston's toned bod is hard work, including a mix of cardio and yoga five days a week. Here, she shows off the impressive results in a waist-cinching Alexander McQueen ensemble.

A playful cutout adds an element of surprise to this decidedly feminine Giambattista Valli mini. Christian Louboutin pumps (also seen in Look 8) take the dress to new heights.

"This dress is deceptively simple as it artfully drapes her body," Donna Karan says of the silk jersey gown Aniston wore to the première of The Bounty Hunter. "And the nude color keeps your eyes where they should be—on Jennifer."

Designer Tom Ford, who dreamed up this chevron-printed peplum dress, is more than just a pal to the actress. "I go to him for fashion help," she has said.

At the Emmy Awards, the nominee for best actress in a comedy series (Friends) chose a Chanel Haute Couture column with gold paillettes. "Bohemian with a little bling-bling" is how she described it.

No wonder the star deems the blazer one of her closet MVPs: She stuns in this Burberry suit. Fred Leighton necklaces pop against the outfit's sharp lines.