Kim Basinger, 1990
At the Academy Awards in 1990, Kim Basinger wore an asymmetrical satin ballgown that she designed herself. It's like Tommy Two-Face, you never know who you're going to get. It changes depending on which side you're on! But Basinger was actually onto something: it is two gowns in one. This look is highly editorial—with lots of flare. Now you might see it in the pages of French Vogue, in a Rihanna music video, or on someone who pushes fashion boundaries. We're still talking about this gown because it's unconventional, and it's progressive for its time. It takes a brave woman to wear a gown like this. A dress from Viktor & Rolf's Spring 2011 runway reinterprets Basinger's gown in a more high-fashion, and distinctly editorial, way.