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yeah but he was lead to Castle Oblivion, but... i dont know which road that lead to, maybe it was like a sidequest (nah) but maybe it wasnt an option fo any of the roads cause if u look at the beginnig and u see sora go to the castle, the castle seems to lead to a dead end and there is no other road that leads beyond it, (thats what it seems), so he didnt take an of the other paths, plus we dont know, last time we saw him he was in the memory thing
i remember hearing in a thread a few weeks ago that each of those roads led to one of the worlds (light, dark, twilight and the world in-between), now most people know that, but i'll say it for those who dont.
Now, Sora, Donald and Goofy came from the world in-between (by the way, I am kinda quoting wat this guy said by the way, but in my own words), then there was the path to light and dark, Castle Oblivion isnt either of them! Castle Oblivion is the path to twilight. The Organization are those who begrudge both light and dark (therefore...twilight)
but about the org if they don t like ligth and dark why do they use the heartless we saw them in hb with dark energy prob for summoning them and they army and when sora attacked unhooding org member there were neo heartless(i know itt isn t your own theory )
i dont remember a crossroad that Sora was on i CoM, unless ur talking about the one that Riku was on, which i kinda thought that it was the same place where Riku told Diz that he was taking the road to twilight and Sora in DD.
i am probably wrong on this--its been awhile since i played CoM