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@retrodicorsa
^ Sorry, but the cups are not supposed to be the 'same diameter' as the headtube - if they were they would not fit correctly and work loose. They are supposed to be an interference fit, which means the headtube must be a fraction of a millimetre SMALLER than the cups, and the cups NEED to be a press fit in the headtube. If you can push them in without a tool the headtube is oversize already. Cleaning up paint with wet&dry is not a bad idea, but you should not be trying to increase the size of the headtube by removing metal this way - it also has to be perfectly round for the cups to fit correctly, hence the existence of the reamer tool which size it and makes it perfectly round - exactly.