Marrying a brown wool blazer and black dress pants is a surefire way to inject personality into your daily repertoire. When in doubt about the footwear, stick to dark brown leather derby shoes. There's no nicer way to brighten up a bleak fall afternoon than a seriously stylish ensemble like this one. As a young guy, you want to start dressing like a grown-up. That's when outfits like this are a never-failing option.