Best and Worst Oscar Dresses - FabFitFun
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  • Best and Worst Oscar Dresses

    Truly gorgeous (and hideous!) red carpet looks

    1/20

    Julia Roberts
    Best, 2001

    Valentino can do no wrong! Our fave pretty woman rocked this gorg look in 2001, making her one of our choices for best dressed!

    2/20

    Penelope Cruz
    Best, 2007

    We couldn’t think of a better combo than Penelope Cruz and Versace! She stole the show in 2007 with this gorgeous and elaborate gown.

    3/20

    Celine Dion
    Worst, 1999

    A backward white suit, dark shades, and a hat? Sorry Celine, but you look like an insane Good Humor Man.

    4/20

    Shirley MacLaine
    Best, 1975

    Classic and glamorous, this star’s sparkly gown was an instant hit, and landed her on the Best Gowns of All Time list.

    5/20

    Kate Hudson
    Best, 2003

    Another Versace hit! Kate Hudson is glowing in this gorgeous gown with her vintage jewels.

    6/20

    Whoopi Goldberg
    Worst, 1993

    Whoop…sie. This dress reminds us of a Disney villain. Maleficent from Sleeping Beauty, anyone?

    7/20

    Michelle Williams
    Best, 2006

    Stunning in Vera Wang! Loving Michelle’s bold choice of color, tied together with the red lips.

    8/20

    Lauren Bacall
    Best, 1952

    Move over Cate Blanchett, because there’s a new (er, old) pregnant stunner on the carpet! Humphrey Bogart’s special lady and baby looked fierce in Christian Dior at the 1952 Oscars.

    9/20

    Cher
    Worst, 1988

    If we could turn back time, we’d have a chat with her stylist. Or hire her one.

    10/20

    Sharon Stone
    Best, 1998

    The daring Ms. Stone used her basic instincts when she paired her husband’s Gap button-down with a lilac satin Vera Wang skirt, and we’re loving it!

    11/20

    Grace Kelly
    Best, 1956

    Look up the word “glamour” in the dictionary and you will find a pic of Grace Kelly at the 1956 Oscars. The real-life princess looked regal in a Helen Rose creation.

    12/20

    Björk
    Worst, 2001

    Sorry Björk, you’re a few years early for the role of the Swan Princess! We love original pieces, but some should be left in the closet (or the oven).

    13/20

    Natalie Portman
    Best, 2005

    A Greek goddess in gray, Natalie Portman topped off this Lanvin creation with a diadem and minimal accessories. Gorg!

    14/20

    Audrey Hepburn
    Best, 1954

    Romeo and Juliet…Kate and Will…Starsky and Hutch…Some people are just meant to be together. Hubert de Givenchy and Audrey Hepburn were no exception, and our fave waif dazzled her way into America’s heart wearing Givenchy’s glamorous design in 1954. Talk about a perfect fit!

    15/20

    Kim Basinger
    Worst, 1990

    Runaway bride or the 1990 Oscars? To be determined. Sorry Kim, not your best!

    16/20

    Mila Kunis
    Best, 2011

    We wish we were just friends with Mila Kunis so we could borrow her uh-mazing lavender Elie Saab haute couture gown from the 2011 Oscars. Wow!

    17/20

    Jennifer Aniston
    Best, 2009

    It was a pleasant surprise when the queen of the LBD changed it up and made an appearance in this gorg Valentino number. One thing that remains unchanged: her gorg glowing tan!

    18/20

    Hilary Swank
    Worst, 2003

    The sheer and the shades of pink are just all wrong for an Oscar dress, or maybe for any dress!

    19/20

    Nicole Kidman
    Best, 2007

    The Balenciaga-clad beauty’s red scarf followed her all night at the 2007 Oscars…as did the eyes of every person on the carpet.

    20/20

    Giuliana Rancic
    Best, 2011

    Let’s all say it together: fierce! G dazzled in an aqua printed Christian Siriano creation at the 2011 Oscars. Amazeballs! And no, we’re not at all prejudiced. Not one bit!!

    Posted on February 22, 2012

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