Pairing a brown blazer and a white and blue gingham dress shirt is a fail-safe way to inject your wardrobe with some manly elegance. Brown leather tassel loafers are a fail-safe way to inject a sense of sophistication into your look. Can you see how super easy it is to look sharp and stay toasty when colder weather hits, all thanks to outfits like this one? All in all, a tested option if we're talking style tips for middle-aged men.