Seems, like the AO team talking about the funnier bugs the most, we like our newb moments the most. Which is ironic considering all the newb bashing that goes on.
Anywho, the one I remember the most is on my first toon. I'd rolled an adventurer and went Omni having been told they got more money and was the better choice for newbs who were broke. Exited newb island and didn't see Rome, at all. Oh it was there, I just didn't look in that direction, ignoring the crowd that was around the subway I proceeded to run alllll the way down the road and through the fields to the first player city I could find and happened to wander through the Newland wompah.
Thinking this was the starter city I set about learning the game, discovering the mission terminal and hunting just outside Newland. With my (rl) friend by my side laughing and enjoying the crazy stuff we saw and did it was a great time.