We love how this combo of a light blue denim jacket and navy dress pants immediately makes any gent look polished and stylish. When not sure about what to wear on the footwear front, introduce a pair of loafers to the mix. During the winter months, when warmth is prized, it can be easy to surrender to a less-than-stylish outfit. However, this outfit is a striking example that you can actually stay warm and remain stylish at the same time during the winter months. This is a pairing you, as a gent in his thirties, can always count on.