This off-duty combination of a cardigan and a henley shirt is perfect when you need to go about your day with confidence in your outfit. To inject a dressed-down touch into your ensemble, complement this ensemble with a pair of white canvas high top sneakers. This one is a great choice if you're piecing together a standout ensemble for awkward transition weather. If you're wondering how you should dress as a 40-year-old gent, this combination gives a fair idea.