For a look that's polished and envy-worthy, consider wearing a waistcoat and olive chinos. If you're clueless about how to round off, a pair of derby shoes is a nice pick. A cool ensemble that transitions easily into fall like this one makes it super easy to welcome the new season. In your 30s, you want to start dressing like a grown-up. In this case, getups like this are perfect as inspiration.