Red Wing Shoes Gentleman Traveler
These boots are blowing up on the boards right now. They are a timeless design and the leather is glossy yet rugged at the same time. It would go great with a pair of heavy denim. No skinny stuff here fellas. When you get some good wear in, protect it with a good shoe cream and you're set. I also can't recommend this vendor enough. Zappos is the best. Bar none.