Why not wear a short sleeve shirt and black chinos? Both of these items are super comfortable and look good paired together. A pair of tobacco chelsea boots effortlessly dials up the classy factor of any outfit. A killer ensemble that transitions easily into fall like this one makes it super easy to welcome the new season. As you pass the big 3-0, you want to start dressing more like a mature gentleman. That's when inspo like this is very useful.