This laid-back combo of a beige double breasted cardigan and grey chinos can only be described as devastatingly sharp. Tap into some David Gandy stylishness and spruce up your ensemble with dark brown leather derby shoes. When it comes to dressing for transitional weather, nothing beats a kick-ass look that can take you from season to season. You can pay attention to getups like this if you've passed the big 3-0 and you want to take a more mature approach to your style.