For a casually stylish look, go for a charcoal blazer and jeans — these pieces fit pretty good together. And if you want to effortlessly play down this ensemble with one piece, add a pair of white high top sneakers to the mix. As the temperatures plunge to the single digits, you'll find that an outfit like this is ideal for the season. This combo demonstrates that well into your 40s you still have a wide range of outfit options.