Bridging the gap between your jeans and some proper trousers, a pair of sturdy cotton chinos are an essential part of a man's wardrobe, especially come fall. The key is finding the right pair. Because when the fit and finishing are on point, the look is both tough and relaxed. But you want to sweat the details. Look for a slim, straight cut with a slight taper to the legs—leaner and cleaner than the more traditional variety. Whether they're rugged military-spec interpretations or more modern styles, the pants are perfect for transitional weather and make an ideal pinch hitter for your favorite pair of jeans.

Shown left: $165 by Gant Rugger