Gossip Girl Fashion Watch: Leighton Meester Sets Sail

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Leighton Meester (an adorable Minka Kelly look-alike) plays the queen of mean, Blair Waldorf, on the CW shot Gossip Girl. Blair is known for her status as the ruler of her school's social elite - and for her discerning fashion tastes.

This one, though? What is Blair going for? Is this a sailor-inspired dress? A safari hat? Is she sailing to Africa and then embarking on a wildlife excursion? And what's with the gloves? There's a fine line between trendy and silly on Gossip Girl.

Kylie Jenner Fashion

Which side does this fall under?

What do you think of this Gossip Girl fashion attempt? Can Leighton pull off the nautical dress - or are the producers trying way too hard?

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it's so stylish! very chic and streamlined dress with a bit of attitude in the hat. so cool :)

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call me smart cause I quite like it too

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I Like it too,
but the hat may be just a little too much

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Call me stupid but I quite like the outfit

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