A blazer and khaki dress pants are absolute wardrobe heroes if you're planning a dapper wardrobe that holds to the highest men's fashion standards. If you want to break out of the mold a little, complete your look with a pair of brown suede desert boots. Can you see how super easy it is to look seriously stylish and stay warm come cooler days, all thanks to ensembles like this one? This combination shows that figuring out how to dress well as you progress through your adolescence is not that daunting a task.