A date with beau Johannes Huebl in the West Village may be just another day for Olivia Palermo, but it's a pretty stylish one in our books. The style setter outfitted a sophisticated spin on downtown dressing, adding a furry Winter vest to slim black pants and a leather jacket. Over-the-knee boots give it a '70s-cool twist, and a pair of cat-eye shades finish the look with Olivia's signature polish. Feeling inspired? Shop our editors' picks to channel Olivia's pulled-together layers.