1) Well, I think my first VGM experience must have been, when I got Megaman for the Gameboy. I instantly liked most of the music.
2) Considering myself as a VGM fan came when I really wanted to play Secret of Mana mainly because of the music which I really liked. There will be additional details when I answer #5
3) Well, my ex-girlfriend liked VGM as much as myself and she sent me some OCR material in 2004. In 2005, a while after we broke up, I remembered it and looked for it myself. And I'm here since (at least as a listener)
4) Well, the community is always helpful regardless of the topic (for example look at the discussion about depression)
5) Ok, bear with me, because I feel there's a lot of interconnection of different things in my life:
As I already mentioned, I wanted to play SoM again, I heard about emulazors. Because of this I met a lot of people online, I was able to play Chrono Cross, which changed my life (literally), and I found OCR, which inspired me to making music myself