For an ensemble that's nothing less than envy-worthy, dress in a navy overcoat and navy jeans. Want to play it up with shoes? Add a pair of black leather loafers to this ensemble. This pairing demonstrates that dressing cool as a gent over 40 is not particularly hard.
A black shearling coat and navy jeans? It's easily a wearable outfit that any guy can wear a variation of on a day-to-day basis. Black leather loafers will breathe an air of polish into an otherwise everyday outfit. This look is probably what you've been looking for as a middle-aged man.