One of the best ways for a man to style a dark brown bomber jacket is to combine it with khaki vertical striped chinos for a casual look. For a more relaxed aesthetic, introduce a pair of high top sneakers to the mix. When you have one of those gloomy autumn days, sometimes only a neat look like this one can get you out the door in the morning. Those who wonder whether you can still rock modern casual dressing after 40, this getup should answer your question.