This look proves it is totally worth investing in such menswear must-haves as a polo and grey dress pants. With footwear, go for something on the laid-back end of the spectrum and finish off your look with a pair of white canvas low top sneakers. We know it's hard to stay on-trend in extra cold, but this ensemble is proof that it's actually possible. So if you're on the hunt for a modern and age-appropriate combination for a 20-year-old, this one fits the bill.