I agree that most of the movies suggested above are great films, but they are still mostly 'guy' movies. I run into this problem a lot with my wife. I think just because a move gets great reviews that she will like it. But, she usually doesn't get into movies with lots of guns, violence, etc.
Of the suggestions above, I'd go with "A Beautiful Mind" if she hasn't seen it yet.
You can't go wrong with a good movie with an actress she likes. In no way do I mean to generalize or disrespect women with that statement, but it's the same way most guys would love a great movie with Clint Eastwood, Bruce Willis, or Arnold.
Does she like Sandra Bullock? If she hasn't seen "28 Days" it is very thought provoking and meaningful.
If she likes Julia Roberts, "Conspiracy Theory" (with Mel Gibson) or "Ocean's Eleven" are 'thinking' movies you would both enjoy.
If you want to WIN MAJOR POINTS you could go for all-out Chick flicks like "Stepmom", "Runaway Bride", "My Best Friend's Wedding" or (gulp) "Divine Secrets of the Ya-Ya Sisterhood." :blink:
“Lost in Translation” is a very smart film that I highly recommend. Oh, and you get a lot of nice shots of Scarlett Johansson’s ass as a bonus.