Teaming a white vertical striped dress shirt and light blue jeans is a fail-safe way to infuse your styling collection with some rugged refinement. Dark brown leather loafers will easily smarten up even your most comfortable clothes. A cool ensemble that transitions easily into fall like this one makes it very easy to embrace the new season. In your 30s, you want to start dressing like a grown man. If that's the case, getups like this are a winning option.