This pairing of a brown double breasted blazer and a turtleneck makes for the perfect base for a ton of getups. Go ahead and introduce charcoal athletic shoes to your ensemble for a sense of stylish nonchalance. As you can see here, this outfit is a really savvy option, especially for transitional weather, when the temperatures are getting lower. When it comes to casual dressing ideas for men in their 40s, this ensemble looks great on most men.