For a smart ensemble, rock a black blazer with black jeans — these two pieces go really well together. Rounding off with a pair of white leather low top sneakers is an easy way to infuse a dash of stylish effortlessness into this outfit. We know it's always hard to stay fashionable in the dead of winter, but this outfit is proof that it's quite doable. This ensemble illustrates how to stay fashionable as you move into your 50s.