Gwen’s always pushing the style envelope and fashion fanatics everywhere froth at the mouth to see what she’ll do next. Case in point: these rad, square wayfarers with cut-out detail in an edgy leopard print. Even a casual trip out to the pumpkin patch with sons, Kingston and Zuma, is a statement-making extravaganza for this Grammy-winning style icon. The slightly larger, squared-off wayfarer frame is all the rage in sunglasses, having made widespread appearances at fashion week last month. And, of course, Gwen is right there in the moment.  –rpuccia

Buy a similar look now: Persol PO0009, $235 or Dolce & Gabbana DG4068, $156