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TWRoO on 31 December 2009
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For my Megadrive I had 2 controllers... and my friend brought 2 over sometimes for those games that had controller ports sticking out of the carts.

For my N64 I had 3 myself, though one was a cheap 3rd party one that lasted 1 month... My sister also had a controller for hers... then I sold my console (with 1 controller) and bought hers so I had 2 controllers

For my GameCube I had 3 controllers (black that came with the console, a purple/clear one and a wavebird)

For my Wii I have 3 remotes and 2 nunchucks. And 1 motion plus.... A couple of different occasions of friends coming over have seen me use 3 other remotes,1 other nunchuck and 2 motion plus's on my Wii.

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I sold my MegaDrive to get my N64, so those are gone.

I finally sold my N64 a few months ago, so those are gone.

I sold my GC shortly before I got my Wii, with one of it's controllers... I still have the purple/clear controller and the wavebird to use on the Wii though.

I also have a Mario Kart wheel and just yesterday got the wheel that comes with F1 2009.