Marrying a white and black dress shirt and a charcoal suit is a fail-safe way to infuse your closet with some rugged elegance. For a modern mix, complement this getup with tassel loafers. When it comes to dressing for weird fall weather, nothing beats a knockout outfit that will keep you toasty and looking your best. Wondering what you should wear as you mature into your 30s? This ensemble is a good illustration.