This laid-back combo of a navy gilet and jeans is a foolproof option when you need to look cool in a flash. Inject some stylish casualness into this look with a pair of navy and white athletic shoes. In the winter months, when functionality is the priority, it can be easy to surrender to a less-than-stylish ensemble. However, this ensemble is a practical illustration that you can actually stay comfy and remain equally stylish in the winter months. Just because you've hit your 50s, doesn't mean you can't dress fashionably, and this pairing illustrates just that.