When Can I Wear a Windbreaker?

How I freed myself from an urban classic verve.

Moncler windbreaker, Ralph Lauren short-sleeve shirt, Uniqlo selvedge jeans, Church’s loafers, Ray-Ban Wayfarer sunglasses, Salomon socks.

At first, writing a story about my recent purchase felt a little self-serving. But like most of these kinds of things, I figured that if I was having this issue, maybe there were a thousand other people with the same…