This casual combo of a navy and white long sleeve shirt and navy jeans couldn't possibly come across as anything other than seriously stylish. With shoes, go for something on the dressier end of the spectrum by slipping into a pair of brogues. Seeing as the weather is getting chillier with each day, this look appears a viable choice for the transitional season. This pairing shows that as a man over 40, you have a vast array of sartorial options.