This has been seen on various friend's pages. I'm clueless on some of these (perhaps for the best), but it seems like fun to me anyway...
First TV show I had self-insertion fantasies about: The Man from U.N.C.L.E. My cousin and I would sit close to the television and hyperventilate whenever Illya Kuryakin was on screen. My parents were very strict about TV watching and time allotments for it, and my cousin and I were young - I'll just say under 12 years old to stay safe. It took some fancy talking to get them to allow us to watch it on the old B/W TV. I still have the LP of the soundtrack in my stack of vinyls. I wanted to be an agent for the United Network Command for Law and Enforcement so much!
First fandom in which I interacted (online and in person) with other fans: Quite honestly, until I actually started in the Tolkien fanfic community, the only interactions I had with any fandom was musical, not bookish.
Pairing in the first slash fanfiction I read: Glorfindel/Erestor, still a partnership that I enjoy when it is well written. I don't think that the particular story was well written, but it started me on a hunt through cyberspace to find more fanfic. My, what a Pandora's Box that turned out to be :-)
Pairing in the first fanfiction I wrote: I'm trying to remember...but I really don't. I'm quite sure it wasn't graphic, and I'm also quite sure it was het, or even just friendship. My courage took a while to awaken.
First RPS/RPF I read: I don't really read RPS, but I'm sure I skimmed past at least one fic with Orlando Bloom, Viggo Mortenson and Sean Bean, in any number of combinations.
First fanfiction I read that made me think, YES, this is exactly the kind of fanfiction I'd like to write. Fiondil's "War of the Valar" and "Elf Interrupted". Since that time there have been others such as Isabeau's magnificant "Captain, My Captain" that just make my jaw drop. And then there is Spiced Wine's marvelous Dark Prince saga...
I'm not exactly sure what an OTP is, so I'll pass on this.
First RPS/RPF OTP: None
First fannish friend I met in person: I had the chance to get together with the marvelous Zhie and her husband (and fuzzy animals) this past summer for a couple of nights of fun food and drink. I hope that we can work out a repeat performance this coming June.
First character I formally roleplayed: My role playing has never been an actual character, although I have played Dungeons and Dragons since the mid-1970's. I play LOTRO, but I'm really crappy at role playing in MMPRPG cyber areas. I need people sitting across a table from me with a beer or wine in hand to feel comfortable with role playing.