A burgundy hoodie and jeans make for the ultimate laid-back style for any gentleman. Add grey canvas low top sneakers to the equation and ta-da: the getup is complete. While it can be a bit of a conundrum to dress stylish in below-freezing temps, it's combinations like this that prove it's quite doable. If you're not sure how to dress as a 20-something gent, this pairing is a goofproof option.