The absolute oldest friend I have on LJ is rizen. We actually met in Rhy'Din on AOL years and years ago and pretty much stayed in and out of touch the entire time. Next is mwenyekischaa. We played Rhy'Din at the same time and vaguely knew each other's SNs, but we didn't actually start talking until we started simming in an ST plot, also on AOL. asianmuse is also from around that time period, plus I also knew her from the atheist chats, where I also met floatingwhisper, lady_flame and grandfromage. But the oldest friend I actually made on LJ is actually midnightmadness, who friended me just weeks after I'd joined LJ. I didn't know at the time that LJ was actually in its infancy.