For a look that's very easy but can be dressed up or down in a myriad of different ways, wear a blazer and khaki chinos. For a more laid-back aesthetic, why not add a pair of navy slip-on sneakers to the equation? Think 50-year-old guys can't pull off cool off-duty looks? This combo should prove you otherwise.
When the setting calls for an elegant yet cool ensemble, consider wearing a blazer and olive chinos. And if you want to easily play down your outfit with a pair of shoes, why not complement your ensemble with a pair of navy slip-on sneakers? This ensemble proves that as an over-50 gent, you still have a wide range of styling options.