If the situation calls for an effortlessly classic menswear style, make a blue overcoat and a crew-neck t-shirt your outfit choice. A great pair of navy athletic shoes is the most effective way to add a hint of stylish nonchalance to this outfit. So as you can see, it's very easy to look awesome and stay toasty when colder weather hits, thanks to this look. Casual looks for stylish gentlemen in their 40s aren't actually that hard, as you can see.