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Jessica Szohr’s hard-luck character Vanessa Abrams is often the loser on Gossip Girl. But will she be the winner of this style showdown against Rachel Bilson?

Who says you can’t wear shorts in the fall? Not these two! Both of these cute actresses showed they can get a little edgy and leggy in some leather culottes.

The winner is … you tell us! Vote in THG’s survey below!

Who wore it better, Jessica Szohr or Rachel Bilson?