For an outfit that's very simple but can be modified in a myriad of different ways, opt for a tobacco crew-neck t-shirt and white chinos. We're loving how a pair of low top sneakers makes this outfit complete. If you're looking for a kick-ass winter-to-spring ensemble, this one fits the task well. Think you can't pull off edgy off-duty style as you head into your 50s? This combination should prove you otherwise.