>>4 Hey, I watched Space Balls with a guy...it wasn't a bad choice. It shows me that he's got a sense of humor and is honest enough to show me something he actually likes rather than trying to bullshit me into thinking he is into chick flicks.

So, I think you should watch a comedy with her. I am not sure which to suggest but something sad and depressing isn't such a good choice because that is kind of a mood killer. Or you could simply ask her what film she is interested in seeing.