A red and black gingham long sleeve shirt and navy jeans are a good outfit to integrate into your current rotation. To give your overall look a more elegant feel, why not complete your outfit with a pair of black suede chelsea boots? As you can see, it's super easy to look on-trend and stay cozy come chillier weather, thanks to this getup. This pairing illustrates how to keep succeeding in the casual fashion department as a 30-year-old guy.