A hoodie and navy chinos work together harmoniously. Finishing with brown leather loafers is the simplest way to infuse an extra dose of polish into this outfit. This combo shows that even well into your 50s your outfit options are still looking great.
This combo of a hoodie and navy chinos is hard proof that a pared down casual look doesn't have to be boring. Finishing with black leather derby shoes is a simple way to bring a hint of refinement to your outfit. This ensemble is most probably exactly what you've been looking for as a middle-aged gent.