Pinch Weekender is a modern take on iconic penny loafers silhouette, a staple of the Cole Haan brand for decades. Grand.OS, an operating system for the feet, delivers increased cushioning throughout the entire footbed. A sneaker-like sole and wearable materials combine to make this hand-stain pair the single most indispensable weekend shoe. (Disclaimer : Do not expose it to water, since leather is a natural product it tends to deteriorate when it is exposed to water.)