ALESSANDRO in Brampton, ON

If there's one lesson we've learned by eyeing up LUCA DEL FORTE's line-up, it's that the brand harbors a strong penchant for reimagining footwear icons. Take the Alessandro, for instance. Putting a modern spin on the traditional loafer, this pair's soft leather upper features a layered penny strap, licked with gleaming hardware. Now that's what we call eye-catching design.