For a casually smart outfit, try pairing a charcoal wool blazer with navy jeans — these pieces fit perfectly well together. Complement your look with a pair of navy and white athletic shoes to keep the outfit fresh. A knockout getup that will take you from summer to fall like this one makes it very easy to welcome the new season. Those who wonder whether you can still sport cool off-duty outfits as you age into your 50s, this pairing should answer your question.