A crew-neck t-shirt and blue chinos are bona fide menswear must-haves if you're planning an off-duty wardrobe that holds to the highest fashion standards. For something more on the dressier end to complement your getup, complement your look with black leather derby shoes. When it comes to dressing for transeasonal weather, nothing beats a neat ensemble that can take you from season to season. So if you need outfit inspiration for dressing as a teen, this outfit is definitely worth saving for later.