So as you can see, looking stylish doesn't require that much effort. Just consider pairing a dark brown overcoat with blue jeans and you'll look awesome. Finish with a pair of brown leather work boots to effortlessly amp up the appeal of this getup. In the winter months, when comfort is key, it can be easy to surrender to a less-than-stylish look in the name of convenience. But this look is a shining example that you can actually stay comfortable and remain stylish during the winter months. Ideal if you're on the lookout for some incredibly inspiring casual style for 30-something guys.