This combo of a blue denim jacket and a hoodie is indisputable proof that a straightforward casual outfit can still be incredibly dapper. Why not add black leather desert boots to your outfit for an element of sophistication? When leaves turn yellow and red and fall is in the air, you'll love this ensemble as your favorite for summer-to-fall weather. If you're not sure how to dress appropriately for your age while looking fashionable, this combination is a vivid example.