A charcoal wool blazer and blue chinos paired together are a sartorial dream for gentlemen who love casually sophisticated styles. In the shoe department, go for something on the smarter end of the spectrum and finish your look with a pair of loafers. So so as you can see, it's a cool, not to mention season-appropriate, outfit to keep in your transeasonal wardrobe. As you're transitioning from a kid to a teenage guy, you probably want to start dressing more like a grown-up. In this case, looks like this are a tested option.