Teaming a grey wool blazer with a light blue dress shirt is a smart idea for a stylish and classy outfit. Give a fun feel to this getup by wearing a pair of brown suede desert boots. This outfit is a pretty nice choice, especially for fall, when the temperatures are falling. As you're making it through your teenage years, you probably want to start dressing more maturely. If that's the case, getups like this are a surefire option.