When it comes to rugged elegance, this combo of a blazer and a burgundy dress shirt is the ultimate style. Our favorite of a multitude of ways to complement this outfit is with a pair of brown leather derby shoes. While it can be a bit of a conundrum to stay fashionable in extreme weather, it's looks like this that prove it's quite doable. This is a stylish and age-appropriate combo for guys in their 30s.