For a laid-back and cool look, dress in a biker jacket and a black and white crew-neck sweater — these items fit really nice together. Add black leather casual boots to the mix for a dose of refinement. Can you see how extremely easy it is to look seriously stylish and stay snug when chillier weather hits, all thanks to ensembles like this one? This pairing proves that looking stylish as you head into your 50s is not that hard.