For an ensemble that's very simple but can be flaunted in plenty of different ways, go for a navy overcoat and black sweatpants. Put a different spin on an otherwise classic outfit by wearing white low top sneakers. So if you're on the lookout for an easy-to-transition outfit, this one fits the task well. This pairing is a huge inspiration to anyone who had doubts about sporting casual outfits as a 50-year-old guy.