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Well if you hadn't said your original games work with two-player mode, I would have suggested that your controller port circuit-board was defective. Since you have verified that some games work with two controllers on your machine but the backups don't, and these same backups work on your friend's machine, I'd say it's probably just differences in the two different Dreamcast machines. Perhaps they have different manufacture dates or perhaps the variability of the CD laser on the two machines is exploiting a defect or difficiency in the burn or disc quality of that backup disc.
It's just really hard to say what causes your problem.
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