Eh, why not? I might as well respond to this, even if the time I leave this site for good is fast approaching.

If we're talking strictly play-by-post role-playing, then I started on a role-playing forum called The Light Within -- over a decade ago. It was basically a Final Fantasy forum, and was strictly an 'Advanced' role-playing site, though most of the posts (IC and OOC) from me and the others on the site aren't there anymore due to multiple reboots of the site. I eventually left, for similar reasons to why I'm leaving this place, and got invited to another Final Fantasy forum called The Final Chapter. At the same time, I started creating my own role-playing sites and a group of people migrated over to them. During this time, I took part on a few other sites devoted to various others fandoms, including Suikoden and Kingdom Hearts, but ultimately I decided to stick with my own sites after a while. I also returned to The Light Within and played a large part in one of the site's attempts at revival (when I left the first time, it sort of triggered a chain reaction leading to others doing the same, but people tried to revive it several times -- the community unfortunately had a tendency to just go MIA).

On the other hand, if we're not talking strictly play-by-post then I've been role-playing - as well as running role-plays, for that matter - pretty much for as long as I can remember, but with a 'quality over quantity' attitude, resulting in me keeping the number I'm involved in very limited.