Try pairing a blue denim shirt with a crew-neck t-shirt for comfort dressing with a fashionable spin. A pair of navy and white athletic shoes will bring a carefree vibe to this getup. During winter, when practicality is prized, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. However, this ensemble proves that you can actually stay toasty and remain stylish in winter. This pairing should prompt anyone who wasn't sure about donning casual outfits as a mature guy.