A long sleeve t-shirt and khaki chinos are an easy way to infuse understated dapperness into your off-duty routine. If you want to effortlessly dress down this look with a pair of shoes, why not throw athletic shoes in the mix? You can bet this getup is the answer to all of your transeasonal dressing woes. So if you're in search of outfit ideas on how to dress as you make your way through your teenage years, this combination is definitely worth saving for later.