For a laid-back and cool outfit, rock an olive gilet with a long sleeve shirt — these two items work really well together. Tone down the casualness of your outfit by rounding off with white suede derby shoes. A look like this will help any gentleman over 40 upstage his peers.
For something on the casual end, wear this pairing of an olive gilet and a long sleeve shirt. All you need now is a cool pair of burgundy leather desert boots to round off this ensemble. If you're wondering how you should dress as a 40-something guy, this getup gives a proper idea.