The classic Sperry Top-sider — a staple in nearly every man’s wardrobe — has come together with Band of Outsiders designer Scott Sternberg for this master collaboration. Beyond styling numerous young Hollywood actors such as James Franco, Jason Schwartzman and Michael Cera, Band of Outsiders’ menswear succeeds in melding classic lines with a flair for the more stylized, so it’s no wonder Sperry selected the Los Angeles-based brand to create a unique collaboration. This latest design twists the classic penny loafer by crafting it from a light grey wool (above) or two-tone brown corduroy colorway (below), both with a colorful striped sole and a lined navy and white interior. A must-have for your imminent spring arsenal, the Band of Outsiders vs Sperry Top-Siders are available for $165.