Team a navy turtleneck with charcoal wool dress pants to look like a true gentleman. If you need to easily play down your ensemble with one item, why not introduce desert boots to the equation? We suggest this one if you're looking for a toasty look that's as stylish as it is functional. As you pass the big three-oh, you want to start dressing like an adult. In this case, outfits like this are ideal as inspiration.