When the occasion calls for a casually stylish getup, try pairing a black blazer with a sweatshirt. When this ensemble is just too much, tone it down by wearing a pair of white and navy leather low top sneakers. Can you see how super easy it is to look sharp and stay cozy when colder weather hits, thanks to this look? This combination shows that as a gentleman in his 40s, you have a vast array of styling options.