A blue denim jacket and black skinny jeans make for the ultimate laid-back outfit for today's man. If you need to effortlessly rev up this ensemble with a pair of shoes, introduce black suede chelsea boots to your ensemble. A killer look that will take you from summer to fall like this one makes it extremely easy to embrace the new season. As you're going from your 20s to your 30s, you want to start dressing like an adult. If that's the case, combinations like this are a safe option.