My first multi-box was actually a horde and alliance character shortly after the game came out. A level 1 gnome and level 1 orc I corpse-dragged to the arena in STV. Most people hadn't even hit 60 yet and this was before people had mods to use 'l33t sp33k' to talk cross faction. I would coordinate fights between players and take bets from spectators. Did it for about a month till a sore loser rogue ruined it by ganking my low level toons constantly and some other players took the operation over. After that I did what alot of multiboxers did back then and just drug a healer behind me(Hunter/Druid) and grinded to 70 and did some battlegrounds. I did some other small combinations of 2-3 after that but didn't do the full five till after Keyclone came out.
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