A harrington jacket and a grey tank are a combo that every sartorially savvy gentleman should have in his closet. Complete your ensemble with black leather chelsea boots to effortlessly turn up the wow factor of any look. When temps are getting lower and fall is in full swing, you'll appreciate how ideal this outfit is for transeasonal weather. As a 30-something man, you probably want to start dressing like an adult man. If that's the case, getups like this are perfect as inspiration.