Marrying a charcoal trenchcoat and grey dress pants is a guaranteed way to inject your daily routine with some manly refinement. You can follow a more casual route when it comes to footwear by slipping into a pair of chelsea boots. This combo is an obvious pick when it comes to a kick-ass getup that transitions easily into fall. All in all, a great choice if we're talking dressing ideas for men in their 60s.