Wear a grey cable sweater and jeans to pull together an interesting and modern-looking relaxed ensemble. You could perhaps get a little creative when it comes to shoes and complete your outfit with black leather oxford shoes. In the winter months, when warmth is a must, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. However, this ensemble proves that you can actually stay comfortable and remain stylish at the same time during the winter months. Rock this getup to create a more mature look as a gentleman in his thirties.