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I love the shor-skirt-under-a-long-see-through-skirt look. Playing with proportions in fall is genius and subtly sexy while still being covered up and warm. As much as Gretchen on Project Runway annoyed me, her skirt on the finale episode, similar to this one, was amazing. I believe Dolce&Gabbana started the trend. The nude colored shirt under a dress is another innovative way to bring your summer clothes into fall.

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Caroline Mason: 21. Native New Yorker (and one time North Carolinian). Assistant to Derek Blasberg. Just a girl who is OCD about all things fashion, drinks way too much coffee, and has an affinity for late night talk shows and travel books. FIT class of 2016. Previously with Karla Otto PR, Lori Goldstein and Lester Garcia.

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