I was trying to figure out if anything ties this set of street-style picks together, and I realized that they all contain an element of the unexpected. From an unusual hat, to a bright shoe or scarf, or even a shorn head, all of these looks managed to surprise me at least a little. And to me, that’s what true style is all about: putting things together in a fresh, unique way.

Top row: Vanessa Jackman, Streetstyle Aesthetic
Middle row: Fashionist, The Sartorialist
Bottom row: Fashionist, Streetstyle Aesthetic