Sandra Bullocks Oscar Style Evolution

For her first Oscars, in '96, Bullock hit the red carpet in a classic Calvin Klein chocolate brown gown, big, big hair and a giant choker she must have purchased "While You Were Sleeping."

Sandra Bullocks Oscar Style Evolution

We give high marks for Bullock's pinkish-beige floral embroidered Richard Tyler dress from 1997 with its plunging neckline, but her heavy makeup doesn't stand the test of time. Thank God.

Sandra Bullocks Oscar Style Evolution

An elegant up-do and a black paillette-accented Valentino gown helped Bullock channel her sexy side at the 2002 Oscars.

Sandra Bullocks Oscar Style Evolution

Bullock went the bridal route for the 2004 Oscars, turning up in a form-fitting ivory Oscar de la Renta that got ribbed for its Anna Nicole-esque feather trim. The lesson: If it reminds people of Bjork, don't wear it.

Sandra Bullocks Oscar Style Evolution

Proving that glamour and comfort go hand-in-hand, Sandra Bullock donned a strapless navy blue Angel Sanchez gown boasting pockets to the 78th Annual Academy Awards in 2006. Funny -- if we were co-presenting with dreamboat Keanu Reeves, we'd want to keep our hands free...

Sandra Bullocks Oscar Style Evolution

A silver sparkling, floor-length Marchesa column dress proved to be good luck for Bullock last night -- and we think it's no accident that the metallic hue complemented her statuette oh so well. Paired with bold pink lips and a sleek side part, the gown helped seal Bullock's transition from quirky America's Sweetheart to serious leading lady.

Sandra Bullocks Oscar Style Evolution