When the situation allows a casual look, dress in a bomber jacket and black chinos. Take an otherwise classic getup down a more casual path by rounding off with a pair of white and red low top sneakers. It's is an appealing option when it comes to an awesome transition getup. So if you need dressing tips for middle-aged gents, this combination is definitely worth saving for later.
A bomber jacket and grey wool chinos will allow you to flaunt your fashionable self. To give your overall ensemble a more casual twist, complement this ensemble with a pair of white and red low top sneakers. When you're having one of those dull fall days, sometimes only a knockout getup like this one can get you to face the outside world. This pairing illustrates that dressing stylishly as a gent over 50 is not particularly hard.