Oscar’s Fashion Moments


This evening is the 87th annual Academy Awards and what better way to celebrate than with a look at some of Oscar’s finest fashion moments?  Film icons from Audrey Hepburn to Angelina Jolie illuminate the red carpet each year in mind-blowing couture gowns by the world’s most elite designers. And while these lovely ladies don’t always walk away with a statue, their impeccable ensembles make them winners in our book.

Oscar’s Fashion Moments

Gwyneth Paltrow 1999 Ralph Lauren Oscar Gown | Reign Magazine

The Best Actress Oscar wasn’t the only winning moment for Gwyneth Paltrow in 1999. This sweet pink Ralph Lauren gown will always be a memorable favorite.

Angelina Jolie

Angelina Jolie is in the most elegant white silk gown by Marc Bouwer in 2004.

Michelle Williams Oscar Dress | Reign Magazine

In 2006, Michelle Williams already glows in the canary yellow Vera Wang gown, but the red lips are the cherry on top.

Penelope Cruz

Penelope Cruz stunned viewers in 2007 in her over the top feathered Atelier Versace.

Grace Kelly Oscar Dress | Reign Magazine

Grace Kelly wore a gorgeous Edith Head gown in 1955 to receive the Best Actress Oscar for The Country Girl.

Nicole Kidman

Again in 2007, Nicole Kidman also stood out on the red carpet donning an ultra glam red gown by Balenciaga.

Anne Hathaway

This gleaming gown by Giorgio Armani Prive placed Anne Hathaway right towards the top of the best-dressed list in 2009.

Sandra Bullock

Hot pink lips and simple jewelry were the perfect choices to wrap up this truly unforgettable look by Sandra Bullock in Marchesa in 2010.

Amy Adams

Another bold, show stopping design on the red carpet, but Amy Adams kills it this time in 2013 by wearing this gorgeous custom Oscar de la Renta gown with a beaded bodice and intricate tulle skirt.

Jennifer Lopez

In 2003, Jennifer Lopez went for a more modest look, and knocked it out of the park in this mint green Valentino gown.

Kate Hudson

Kate Hudson is all glitz and glam in 2003 wearing a design by Donatella Versace.

Audrey Hepburn

It only felt right to end with a vintage look by one of our most beloved icons. Audrey Hepburn looked classically elegant in a gown custom altered by Givenchy from the original dress she wore in Roman Holiday, the film for which she earned the Best Actress award in 1953.