This combo of a blue denim shirt and white jeans embodies laid-back cool and stylish practicality. Tone down the casualness of your look by sporting a pair of dark brown leather chelsea boots. During the winter months, when comfort is imperative, it can be easy to settle for a less-than-stylish outfit. But this outfit is a clear example that you can actually stay cozy and remain equally stylish in the winter months. Dressing inspiration like this will help you remain enviously fashionable while slipping into your 30s.