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Possibly, but doubtful. Most headsets use a 3.5mm jack, one each for stereo headphones and the mic. The 360 controllers use a much smaller jack, and only has 1 for both, plus 8 pins, 4 on either side of the connector, for who knows what. The older headsets use these pins but don't require them (the Rockband drum controllers do NOT have spots for these pins, and come with adapters for the older style headsets), while the newer headsets are just the 2.5mm connectors. You may be able to do this with a USB headset, plugging it into the console, but I doubt it will work without the Xbox Live stuff on the inside (or the devices used to tell the console that the controller is player1 through 4).

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Q: Can you plug a PC gaming headset with a headphone plug and mic plug into an xbox 360 controller?
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