Try teaming a dress shirt with grey jeans to achieve a dressy, but not too dressy look. Black leather casual boots will pull your whole look together. This ensemble is a striking example that you don't have to give up style for comfort during the winter months. This look is most probably exactly what you've been looking for as a 20-something guy.
Team a dress shirt with grey jeans for relaxed refinement with a masculine finish. Want to go all out in the footwear department? Complement this outfit with dark brown leather dress boots. In the colder months, when comfort is key, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. This outfit, however, is a practical illustration that you totally can stay warm and remain stylish at the same time during the colder months. Think it's hard for young gentlemen to nail classic and casual dressing? This pairing will prove you otherwise.