@canteu: PS2 is beyond the tits. It was Final Fantasy epic before the Terror of Baltimore was known to us. That being said, it is the longest game on this list by a long shot and will require us to proper cram. Suppose that is in the spirit of the Run though, right?
I didn't see the prequel to this community endurance run sequel, but I assume it's using that format of dudes playing a game to completion while talking. Given that, Phantasy Star 2 seems more suitable than the Sam and Max idea. I think Sam and Max, with its myriad witticisms and so on, would end up clashing with the commentary over that. The attention split between the game and the commentary doesn't work at all in favour of the way that Sam and Max presents itself in order to entertain. I feel like I'm doing a terrible job of trying to explain myself here, but I think Phantasy Star 2 would work better with the format that (I assume) you're using.