They were entrenched in the Cambridge community—a vibrant population of professors, doctors, and engineers—but Penfold’s father told him to hell with school. Go be an artist, he said, and don’t pay attention to what anyone else thinks. Penfold, the creator behind one of this season’s most distinctive shoes, went and did just that. Both professional artists, his parents were an anomaly in the college town of Cambridge, surrounding their young son with images of strange and obscure art that confounded their by-the-books neighbors. Growing up in a home that celebrated the strange, the obscure, and the abstract undoubtedly influenced Penfold’s aesthetic: a high-intensity dosage of color and shape. Though he and his father often collaborate on pieces, Penfold’s branched out thanks to an obsession with skateboarding that’s driven his individual work’s distinct, irresistible style. “Skateboarding is sort of an addiction, really, and a lot of those guys are artists, which is how I started pursuing my own street art,”Penfold explains, “when I first started, there would be crews of us, age 11 to 25, all brought together by a love for art and skateboarding. Age was irrelevant, it was the passion that mattered.” His street art has led to exhibitions all over the world. Most recently, he completed a mural at Station Gallery in Denver, in addition to pieces in Australia, Germany, and throughout the UK. Next year, he hopes to take his art to Asia. “As far as goals go, my main one is to see the world. If I can continue to surprise myself with the work I’m creating and experience new ways of living and seeing things, I’m doing alright,” he says. We couldn’t agree more and can’t wait to see what city Penfold paints next.