If you don't like putting too much work into your combinations, dress in a blue field jacket and navy cargo pants. Complete this outfit with navy athletic shoes to infuse an element of stylish nonchalance into your outfit. As you can see, it's extremely easy to look seriously stylish and stay warm when colder weather comes, all thanks to ensembles like this one. This combination demonstrates that even in your fifties you still have a vast array of outfit options.