For an outfit that's very simple but can be flaunted in a multitude of different ways, reach for a crew-neck t-shirt and olive cargo pants. Finishing with a pair of grey athletic shoes is the simplest way to inject an easy-going vibe into your outfit. So as you can see, this ensemble is a really great option, especially for awkward transition weather, when the temps are dropping. If you're not sure how to dress your age, this ensemble is a good illustration.