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

Now that the Marilyn Monroe sculpture has left us, Rae brings back the “holding skirt against the wind” move without losing her cool. She is following the golden rule of sexy done right: pick just one spot and go for it, but keep other “points of interest” well covered. Loving her shoes. Platforms are the way to go: they add (lots of) height minus the foot torture.