"What do you mean?" he asked.
"Like, the person would be in your guild. You'd be able to talk with them on Mumble and raid, PvP, or run 5-mans with them. Whatever you want." It was essentially the "if you could have dinner with anyone in human history" question but with a WoW twist.
"Hunter S. Thompson," he replied, after taking a moment to think. "Or Morrissey. Poe would be fun to play with, too."
"I could see Thompson doing all right, but I dunno about Morrissey." I told him. "He'd probably be terrible at the game. A keyboard turner."
"Yeah, he'd probably refuse to heal the raid and just stand there asking what the boss had done that we had to kill it. Probably play a holy priest."
We then went on to discuss what tier set Morrissey would transmog his gear to. (We settled on tier 3 because it's unobtainable.) Later, we considered whether George Washington would make a great raid leader.
So who would you pick? Be sure to include your reasoning and what class the person would play.