I'm a little late getting to this, but I didn't want to let it slip by completely. So here's my first 7 items!
1st - First RPG Played
D&D Classic Edition that came in the black box with that wonderful red dragon leaping up.
2nd - First RPG Gamemastered
The same as #1
3rd - First RPG Purchased
My first RPG purchased was FASA's Star Trek: The Role Playing Game, 2nd Ed. (1983) which I picked up sometime around... 1987 or early 1988. I really had no idea what it was, but I knew I loved the new Star Trek, and it was a Star Trek game, so I had to buy it (probably with birthday money).
4th - Most recent RPG purchase
DCC's Sailors on the Starless Sea and the One Who Watches From Below
5th - Most Old School RPG owned
Swords and Wizardry, probably. Though I think my Rules Cyclopedia is a close second.
6th - Favourite RPG Never get to play
Star Wars (d6)
7th - Most “intellectual” RPG owned