This combo of a black and white print hoodie and dark green chinos is hard proof that a safe casual outfit can still look really interesting. For something more on the daring side to finish off this outfit, complete your ensemble with athletic shoes. And if you're scouting for a killer winter-to-spring getup, this one is great. Those who are curious whether you can still pull off modern off-duty outfits as you step into your 50s, this getup should answer your question.