For an effortlessly classic ensemble, consider teaming an overcoat with a long sleeve shirt — these two pieces fit well together. Black leather casual boots will give a dash of stylish casualness to an otherwise mostly classic outfit. During winter, when warmth is key, it can be easy to settle for a less-than-stylish ensemble. But this ensemble is a stark illustration that you totally can stay toasty and remain stylish during winter. A good combo to make you a stylish man in his 20s, rather than just a man in his 20s.