For a casually dapper outfit, consider teaming a black crew-neck t-shirt with jeans — these two items work wonderfully together. Our favorite of an endless number of ways to complete this getup is a pair of white and navy canvas low top sneakers. So as you can see, this outfit is a really smart option, especially for weird transition weather, when the temperature is dipping. This getup proves that as a 40-year-old man, you have a wide range of styling options.