A yellow windbreaker and navy chinos are true menswear staples if you're crafting an off-duty wardrobe that holds to the highest fashion standards. To give your look a more relaxed feel, why not throw black athletic shoes into the mix? There's no better way to cheer up a gloomy fall afternoon than a sharp ensemble like this one. Just because you're a teenage boy, doesn't mean you can't look trendy, and this pairing proves exactly that.