A navy hoodie and blue jeans combined together are a sartorial dream for those dressers who love laid-back and cool looks. Brown leather chelsea boots are guaranteed to give a sense of elegance to your look. During the winter months, when practicality is crucial, it can be easy to settle for a less-than-stylish getup. However, this getup is a striking example that you can actually stay warm and remain equally stylish during the winter months. This outfit illustrates that going through your late 20s is no reason to stop dressing casually.