This pairing of a denim jacket and grey sweatpants makes for the ultimate off-duty style for any gentleman. When it comes to footwear, complete this outfit with white low top sneakers. During the winter season, when comfort is critical, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. However, this ensemble is a shining example that you can actually stay warm and remain stylish in the winter season. This outfit suggests how to dress stylishly as you go through your 20s.