A crew-neck sweater and navy jeans have become bona fide off-duty staples for most gentlemen. Channel your inner Idris Elba and dress up your look with a pair of derby shoes. In winter, when comfort is prized, it can be easy to surrender to a less-than-stylish ensemble. This ensemble, however, is a bright example that you can actually stay comfy and remain equally stylish in winter. A fail-safe option combination proper for 20-year-old guys who prefer to dress more elegantly.