A dark green camouflage long sleeve shirt and grey wool dress pants are a savvy combo that will get you the proper amount of attention. Grey athletic shoes are the simplest way to inject an element of stylish casualness into your outfit. As you can see here, this getup is a really great choice, especially for transeasonal weather, when the temperature is dropping. If you're wondering what you should wear as a middle-aged guy, this pairing gives a fair idea.