Originally debuted in 1989, New Balance’s 550 might not be as easily recognizable as some other hoops silhouettes of the era, but it channels a streetwear-friendly vibe just the same. This B-Ball reissue has a grey leather upper with perforations on the sides and toe for breathability, a tonal “N” logo, and mesh lining for comfort. It sits atop an EVA midsole for all-day cushioning, on or off the court, and a rubber outsole with a throwback tread pattern for grip.