Street View is a series in which Isa Giallorenzo spotlights fascinatingly fashionable Chicagoans.

I first met Joan Sassano a couple of months ago while attending First Fridays at the MCA. Then she bravely offered to give me a few modeling lessons. And I bravely said yes. It turns out she can make a swan out of the gawkiest of people, and once I left her place I felt like a bit of her elegance had miraculously rubbed off on me.

The picture above was taken last week at First Fridays again, where I was lucky enough to have her as company. Not only does she look fabulous but she also has a sharp sense of humor, which kept me amused the whole evening—along with the cool Skyscraper exhibit they’re having right now.