Hah! My girlfriend simply ADORES bad movies and television, because they are easy target practice for her snark.
The Obvious Choice:
Last winter, the missus came up to me and said: "Hey, let's watch some Uwe Boll movies!", and I thought: "Hell, likely they've got some serious 'so-hilariously-awful-it-is-good' vibe."
No. They don't. Worst part: When we gave up, we had already seen four of those celluloid abortions. We're either really stupid or masochistic.
The "Well, DUH!"
We actually sat down a few weeks back and did a drinking game based on the Sex and the City movie. We had beer and red wine and said "Let's drink to every costume change by Sarah Jessica Parker!". Really stupid idea. Parker switches clothes more often than a schizophrenic nudist. There are 68(!) costume changes throughout that two-hour movie. And the worst part? Even though we became more and more intoxicated (and toxic) during the ordeal, the movie didn't get any better or funnier with all that alcohol. We had a hangover the size of a bachelor party and the movie still filled me with hate and contempt.
The "Awful-in-a-way-I-didn't-expect"
Of course, we had to keep up our streak. So we invited some friends of ours and did another Bad Movie eve with Twilight. That movie baffled me; I think it is some piece of experimental psychological warfare. It was so boring that it actually made all four of us fall asleep while STILL being blindingly and enraging stupid. We never saw that one through, though.