Pair a navy parka with blue jeans to feel self-confident and look fashionable. Finishing with blue athletic shoes is an effective way to introduce a touch of stylish nonchalance to this ensemble. Dressing smartly is the key to surviving extra cold temperatures, but this outfit is hard proof that you can achieve this with style. Casual outfits for stylish 50-year-old men aren't actually that hard, as you can see.