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You cannot use the Y-splitter to connect 2 digital gameport devices. And the Sidewinder daisychain passthru is ONLY for another Sidewinder gamepad.

Your ONLY solution is to use them one at a time. And better make a shortcut to Gaming Devices because you're gonna HAVE to use it everytime you switch. There are software to ease the switching operation but that's another story.

This is a limitation of the gameport, which is partly why USB controllers are popular nowadays.
 
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