This combination of a navy denim jacket and a burgundy hoodie is proof that a straightforward off-duty outfit doesn't have to be boring. To introduce a little flair to this ensemble, introduce dark brown leather derby shoes to the equation. When you have one of those bleak fall days, sometimes only a kick-ass outfit like this one can get you to face the outside world. When it comes to fashion for gentlemen in their 30s, this combo looks good on most gentlemen.