I really like short hair and also clean-shaven as my preferred manly look. It handles most weather challenges better, as well. If it gets that wind blown look, it just looks sexier, and not messy like longer hair does.
There are exceptions, and I have seen guys with longer hair, and it fits their style, and looks right on them.
I used to have a friend that was an American Indian, and he had longer hair, and it fluffed out around his face, and on him, that look was awesome !