A navy denim shirt jacket and a black print crew-neck t-shirt are a great combination to keep in your day-to-day rotation. For something more on the classier side to complement your ensemble, add a pair of brown leather casual boots to the equation. It's is a smart choice if you're crafting a cool summer-to-fall getup. As you're transitioning from your 20s to your 30s, you probably want to start dressing maturely. That's when looks like this are a tested option.