I just don't get it.
Maybe as a second or thid date, once you've figured out some particularly interesting inde film you think he/she might like. Otherwise it just seems a bit uncomfortable to me.
Anyway, having said that: I wonder if you can utilise aspects of speed dating and social media. The point of speed dating is the anonymity (it's a person, not a profile), and a (woefully) popular part of social networking are those abhorent lists of likes and dislikes. Throw people together "willie nillie" (anonymously so to speak) and provide them with some of the aforementioned evil lists to fill in about the other half. This can then be pushed as marketing info, and you can direct the latest black and white french film that the local picturehouse is showing to the perfect couple... the idea being that it is the other way round, (active instead of passive) so it still has the feeling that you invited her to this movie because she told you it was her favourite. You didn't just read it on a profile and think that'll do.