Leighton Meester stepped out on the red carpet this week at the 2010 Gotham Independent Film Awards wearing an unusual outfit. We're used to seeing Leighton in cocktail dresses and pretty frocks on the red carpet, but this time she decided to break convention by wearing a more masculine look. Leighton wore a suit and tie with a white shirt adding a feminine touch with heels. This got me wondering – would you ever wear such a masculine ensemble?
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