Pairing a brown wool waistcoat and a black knit wool turtleneck is a guaranteed way to infuse your wardrobe with some manly elegance. Here's how to play it down: black rain boots. This look is a pretty wonderful option, especially for autumn, when the temps are dipping. As a 30-something, you want to start dressing like a grown-up. That's when ensembles like this are a goofproof option.