As you can see, looking effortlessly classic doesn't take that much work. Just wear a shirt jacket and a zip neck sweater and you'll look awesome. Inject a mellow vibe into this getup by slipping into grey suede desert boots. During the winter season, when practicality is paramount, it can be easy to settle for a less-than-stylish ensemble. However, this ensemble is a good illustration that you totally can stay snug and remain stylish during the winter season. Think it's hard for guys in their 20s to nail smart looks? This combo will prove you wrong.