For a casually elegant menswear style, dress in a brown plaid blazer and a light blue vertical striped dress shirt — these two items go beautifully together. Wondering how to finish off? Add brown suede desert boots to the equation for a more relaxed feel. It's is an appealing option when it comes to a stylish summer-to-fall transition getup. If you often worry about dressing your age, this combo comes to rescue.