The first band I ever "obsessed" about was Rammstein. I despised any music that my brother listened to, simply because he listened to it, and the only thing my parents listened to in the car was country which I just plain don't like. Thus, having resented any music from my brother and simply disliking my parents' music, I really never listened to any music at all until about two or three years ago.
The first websites I ever went to were nintendo.com, neopets.com, and yahoo.com.