Well, I'm quite into this little sci-fi/western show by Joss Wheddon...
But to be serious, I really like the Russian films "Night Watch" and "Day Watch", not hugely uncommon, but I've only met 3 people who knew what they were, and one of them was Russian. I also liked the movie "The Station Agent", which I will assume is obscure because I had never heard of it till it flashed onto my TV screen late at night.
Musicwise I love Warren Zevon (only met one person who knew who he was, and that was the guy that introduced me to him), and Europe (people are often surprised to learn they did more than "The Final Countdown").
So I assume these are obscure-ish, or maybe I just don't talk to many people