Vans Bridger Vest ($100)
Vests are kind of like the redheaded stepchild; they're easily overlooked. We tend to toss on a hoodie or a flannel because it's easy and comfortable, but a vest adds that extra layer of style and function. This one from Vans has that classic two-tone outdoorsman look and insulates properly with down feathers. It's not the most technical, but it's a choice look for the streets to the shred.
Pick one up at vans.com