If the setting calls for a casually classic look, you can go for an overcoat and navy chinos. Amp up the cool of this outfit by rocking black and white athletic shoes. Wondering how you should dress as you age into your 50s? This pairing is the perfect answer.
This combination of an overcoat and black chinos will allow you to assert your expertise in menswear styling. Complement this ensemble with a pair of black and white athletic shoes to make a sober outfit feel suddenly fresh. This combination demonstrates that dressing cool as a gentleman in his fifties is not particularly hard.