all three of my college roommates were cubs fans, so i understand what it feels lie for you guys. i am not sure the suffering is the same, as the cubs have basically been cellar dwellers and the sox have a history of getting close, but never going all the way.
i drove down to atlanta last year when the cubs were playing in the playoffs, and it was a very cool experience. one thing that is very similar about the two teams is that they have fans all over the place. for the game in atlanta there were at least 20k people in from all over the place who were there to cheer on the cubs.
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