Teaming a grey double breasted blazer and a white dress shirt will prove your styling chops. White leather low top sneakers will give a more casual aesthetic to an otherwise mostly dressed-up outfit. During the colder months, when warmth is above all, it can be easy to settle for a less-than-stylish getup in the name of practicality. However, this getup is a shining example that you can actually stay snug and remain stylish at the same time in the colder months. This getup shows that moving into your 40s is no reason to let down your dressing standards.