Such pieces as a navy overcoat and charcoal jeans are the ideal way to introduce a touch of rugged sophistication into your off-duty wardrobe. Breathe a dash of refinement into this ensemble with a pair of dark brown leather derby shoes. As you can see, it's extremely easy to look sharp and stay cozy when cooler weather hits, thanks to this outfit. As you're moving from your 20s to your 30s, you want to start dressing like an adult. If that's the case, getups like this are ideal as inspiration.