Irrefutable proof that a brown houndstooth blazer and charcoal dress pants are awesome when married together in a polished getup for today's man. When in doubt as to what to wear when it comes to shoes, stick to dark brown suede tassel loafers. As you can see, this combination is a really smart choice, especially for summer-to-fall weather, when the temps are dropping. On the lookout for fashion for over-50 gents? This combination is great inspiration.