If you're a fan of casual combinations, why not test drive this combination of a blazer and navy jeans? You could perhaps get a little creative when it comes to shoes and smarten up this ensemble by wearing a pair of dark brown suede oxford shoes. During the winter season, when functionality is key, it can be easy to settle for a less-than-stylish ensemble. This ensemble, however, is a striking example that you can actually stay toasty and remain equally stylish during the winter season. So if you're scouting for outfit inspiration for dressing after 50, this outfit is a good example.