As you can see, it doesn't take that much work for a man to look effortlessly classic. Just consider wearing a charcoal double breasted blazer and a v-neck t-shirt and be sure you'll look incredibly stylish. Add brown leather oxford shoes to this getup to instantly jazz up the look. As you can see, it's super easy to look on-trend and stay comfy when chillier days are here, thanks to this outfit. Casual ensembles for stylish middle-aged men aren't actually that hard, as you see here.