So as you can see, looking stylish doesn't require that much effort. Just marry a v-neck sweater with a white dress shirt and be sure you'll look incredibly stylish. Putting together a pulled together outfit can be a bit of a juggling act on its own. Add below-freezing temperatures into the equation, and the whole thing becomes all the more difficult. No worries, this here is your winter inspo. A great example for any guy who wonders how to dress age-appropriately while still looking stylish.