Leighton Meester is no stranger to pushing the fashion envelope. For the screening of 500 Days of Summer in NYC, the Gossip Girl donned an oversize houndstooth shift dress and slick snakeskin peep-toe booties. The red and purple combo is a bold choice — I love it — but I think strappy sandals would look better with this outfit. What do you think of her in-your-face ensemble?
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