This relaxed combo of a sweatshirt and chinos is a foolproof option when you need to look dapper but have no extra time. Add a pair of dark green canvas low top sneakers to the mix and you're all set looking boss. When you're having one of those dreary autumn days, sometimes only a kick-ass ensemble like this one can get you out the door in the morning. When it comes to fashion tips for middle-aged gentlemen, this combination looks cool on almost any man.