When the situation calls for an effortlessly smart menswear style, you can easily dress in an overcoat and a v-neck sweater. Rounding off with a pair of dark brown leather casual boots is an effortless way to introduce a touch of stylish nonchalance to your outfit. As you can see, it's super easy to look amazing and stay snug when cooler weather hits, all thanks to getups like this one. Ideal if you're scouting for some incredibly inspiring style for 30-something Millennial guys.