Okay, so I'm going to throw this out there, because I haven't seen it suggested yet.

Are you a fan of film? Do you like to obsess over intricate details of film? Do you like to question your own motives for watching movies and perhaps would like to expand your horizons beyond hollywood movie tropes?

I have 2 things for you then:

1. The Story of Film: An Odyssey

This is basically a television series which seeks to agitate viewers from the preconceived notions of what makes a movie. Asking questions like: Where do directors go when they want to watch a movie? What makes a really great film? Why are films from Hollywood so over represented? Both a great documentary about the history and building of movies from all around the world. (Multi-part, so very long, but worth it for film buffs)

2. The Pervert's Guide to Ideology Sophie Fiennes (director) and Slavoj Zizek (philosopher) walk through a variety of movies, talking about deeper philosophical questions the movies pose. Was "They Live" just a small time B movie for Roddy Piper or was it a deep questioning of our own existence?

Unfortunately, I would not consider either of these "Date movies". However, they will introduce you to many movies which might help to spur your own film journey. Good luck!

Edit: okay I took a look at the streaming and found these which I would consider good "date movies". Not necessarily romantic but probably interesting conversation pieces at least!

1. Paper Moon

2. The Guv'nor

3. Ghostbusters, Ghostbusters 2

4. Y Tu Mamá También

5. Thieves Like Us

Hopefully these are a bit more helpful!