For a stylish ensemble without the need to sacrifice on practicality, we love this combo of a grey varsity jacket and chinos. Complement your ensemble with grey boat shoes and ta-da: this look is complete. Keep this getup in your head come warmer weather, and rest assured, you'll save a ton of time getting dressed on more than one morning. Perfect if you're in search of some amazingly inspiring off-duty style for guys in their forties.