I’ve spent the better part of 30 years loathing my thighs, so my attempt to embrace shorter dresses has not been without struggle.

I wore this outfit to an afternoon of desk side interviews in New York last weekend, and it was the perfect mix of casual and dressy, with some tall boots to keep the street funk off my feet.

Dress: 1969 Dark Denim Shirt Dress, size XL. Gap (on clearance in store)
Belt: Lane Bryant
Boots: Valencia Wide Calf, Fitzwell
Bag: Belle, Epiphanie


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