If it's ease and functionality that you're searching for in menswear, pair a black shearling jacket with tobacco chinos. Add a pair of chelsea boots to the mix for a dose of elegance. The ability to rock ensembles like this is one of the dividends of middle age.
Consider pairing a black shearling jacket with grey plaid wool dress pants for a sleek polished ensemble. Complete this ensemble with chelsea boots and the whole outfit will come together wonderfully. On a mission for fashion for middle-aged gents? This pairing is great inspiration.