Best: Considering I know I would have no shot whatsoever with any given "hot" video game babe, I'm going to say Eddie Riggs. Get me into a conversation about old school metal with somebody halfway knowledgeable about the subject and I'll talk for hours...thirty minutes would be a breeze.
Worst: Kratos. Much as I think the guy is beyond awesome, it pretty much doesn't matter what kind of conversation I attempt to have with him, within thirty seconds...never mind thirty minutes...he will be attempting to get out of the elevator, probably using a method which at minimum involves my disembowelment.