If you're facing a sartorial situation where comfort is a must, this combination of an olive harrington jacket and blue jeans is a winner. Finishing off with brown leather casual boots is an effective way to inject a hint of refinement into your ensemble. This outfit is a good pick if you're figuring out a well-coordinated getup for unpredictable fall weather. So if you need fashion tips on how to dress as you head into your 40s, this ensemble is definitely worth saving for later.