We all look for practicality when it comes to styling, and this laid-back combo of a black shearling jacket and grey jeans is an amazing example of that. You can go down the classic route with shoes by finishing off with casual boots. In the colder months, when functionality is essential, it can be easy to surrender to a less-than-stylish look in the name of practicality. But this look is a striking example that you can actually stay warm and remain stylish at the same time in the colder months. Men wondering how to pull off edgy casual outfits as you work your way through your 20s, you have your answer.