To be fair, people like Bill Maher and Howard Stern are what I call "Porn and Pot Libertarians". They are into libertarians for the vices and not the virtues, and call themselves libertarians because liberal is out of vogue.
While I can't speak to Howard Stern's philosophy, I have trouble with calling Maher a "libertarian" of any stripe, for the simple reason that no matter what other issues, the core issue for libertarians is individual liberty, and Maher is a serious big government, nanny state collectivist, at least from what I've heard him espouse.
Mark