For a cool and casual outfit, consider wearing a black print long sleeve shirt and black skinny jeans — these two items work nicely together. For a more elegant finish, why not complement this look with a pair of dark brown leather chelsea boots? In winter, when functionality is prized, it can be easy to surrender to a less-than-stylish look. However, this look is a bright example that you can actually stay comfy and remain equally stylish in winter. If you're wondering what you should wear as a younger man, this ensemble gives a good idea.