Really? I've always pegged him as conservative/libertarian in his views and comedy - but unafraid to take-on whoever/whatever is in office / in the news
Based on my personal observations of him on SNL and the few times I caught his HBO show, I think he had some liberal leanings, but did try to assess individual events and people pretty objectively, but there were some times he took some pretty cheap shots at Reagan and conservatives decades back.
I wish he'd come around to the right on the issue of life like he has on a lot of other topics. I've heard him struggle with it a few times on his show. It's as though deep down, he's intelligent enough to know life begins at conception, but there's still something (whether it's a twisted libertarian sense of 'choice', or the opinions of the celebrity circles he moves in) that keeps him from fully dealing with the matter on an intellectual basis.
Dennis Miller since 9/11: Big fan of Bush’s war on terror, big fan of waterboarding, despises Nancy Pelosi, etc.
Excerpt from one segment on BOR show: “Dennis Miller defended the practice of waterboarding terrorists to save the lives of Americans, calling the technique “heaven-sent.” Miller: “Something that takes somebody who’s willing to strap a bomb on and yet freaks them out to the point where they’ll tell you where the next bomb is by pouring water down their nose and they don’t even die, I think, wow, this is heaven-sent.” He also heaped praise on President Bush for “keeping this country safe in the interim seven years” since the 9/11 attacks.
Miller: “That’s what I admire about him. He’s willing to be hated for the rest of his life to do the right thing. And I just want to look in the camera. This is the last time I’ll be on this show when he’s my President and my Commander-in-Chief and say, ‘Thank you, sir. I feel privileged that you were the President during this time in American history.’”