Try pairing an olive gilet with khaki jeans to showcase you've got expert styling prowess. With footwear, go for something on the dressier end of the spectrum by wearing derby shoes. In the winter season, when warmth is top priority, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a clear example that you totally can stay comfy and remain stylish at the same time in the winter season. Rock this combo to showcase your maturity as a gent in his 30s.