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@Butters
Sounds like the taper has been deformed, which usually happens by over tightening. Take the crank off and have a look at the outside of where the taper is. If there is bulging, you have a dead crank arm. Alternatively, I guess it could be the BB spindle and deformation should be pretty easy to spot. Not sure there is anything you can do to fix either of these parts, so I imagine you'll need to replace something to get it all right again.