Go for a straightforward yet classy ensemble pairing a black overcoat and a black hoodie. For maximum style effect, introduce a pair of black leather casual boots to this ensemble. During the colder months, when warmth is the priority, it can be easy to surrender to a less-than-stylish look in the name of functionality. However, this look is a stark illustration that you can actually stay cozy and remain equally stylish in the colder months. This one is a stylish and age-appropriate outfit for a 30-something man.