So as you can see, it doesn't take that much time for a man to look casually sleek. Wear a burgundy v-neck sweater and a grey check suit and you'll look amazing. A pair of chelsea boots is a savvy choice to complement your ensemble. As you can see, it's extremely easy to look amazing and stay snug when cooler weather hits, thanks to this outfit. This outfit proves that figuring out fashion as a guy in his forties is not particularly hard.