A sweatshirt and skinny jeans are a great combo to incorporate into your off-duty styling rotation. Get a bit experimental in the footwear department and dress up your outfit by finishing off with black leather casual boots. During the winter months, when warmth is essential, it can be easy to settle for a less-than-stylish ensemble in the name of convenience. But this ensemble is a stark illustration that you totally can stay cozy and remain equally stylish in the winter months. A safe bet combo proper for 20-something men who prefer casual clothing.