Extremely dapper, this casual combo of a red and black long sleeve shirt and a long sleeve t-shirt will provide you with variety. Dial down the classiness of this look by slipping into tobacco suede work boots. When leaves turn yellow and red and autumn settles in, you'll appreciate how great this outfit is for unpredictable fall weather. This outfit illustrates how to keep succeeding in the casual fashion department as a 30-year-old guy.