Jay, of Jay's Site "fame", had his "cool" AIM bot chat with me. As soon as it said "hey" (which I imagine Jay himself said to kick off the session, seeing as how when I responded, the bot responded by saying "Oh, hello again") I went to the site and knew it was a bot, and played accordingly.

Here is the transcript (png export of a pdf export of the iChat session).

He's doing this to put up funny session logs on his site, but I beat him to it. Neener neener!