Consider wearing an olive parka and a sweatshirt for both stylish and easy-to-achieve look. On the fence about how to round off this outfit? Rock a pair of olive suede desert boots to smarten it up. As you can see, it's very easy to look awesome and stay comfortable when cooler days are here, all thanks to outfits like this one. Those who wonder whether you can still wear cool casual outfits as you go into your 50s, this getup should answer your question.