Infuse personality into your daily casual rotation with a brown shirt jacket and a crew-neck t-shirt. Add a pair of tan leather low top sneakers to the equation to make a mostly dressed-up ensemble feel suddenly fun and fresh. In the winter months, when warmth is the priority, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. But this outfit is a shining example that you totally can stay warm and remain equally stylish in the winter months. Casual outfits for young gentlemen aren't actually that hard, as you can see.