Debuting a line of just six unisex silhouettes in 2005 – aged only 21 – Alexander Wang quickly created a buzz in the industry, with editors and stylists clamoring to acquaint themselves with the “cool kid with the model friends”. Propelled by a CFDA Fashion Fund award in 2008, the designer has amassed a cult-like following for his easy-to-wear, luxurious staples. Invest in the look with a pair of flat leather loafers. The classic menswear silhouette is given a polished twist with high-shine finishes, tough buckled hardware and sleek pointed toes. Team with louche tailoring for an achingly cool daytime look.