Reach for a brown check overcoat and a black overcoat if you're aiming for a clean, trendy look. A pair of black leather derby shoes will tie the whole thing together. Rest assured, this ensemble will keep you snug as well as looking stylish in this in-between weather. As you're transitioning from your 20s to your 30s, you probably want to start dressing like an adult. That's when inspo like this is very useful.