You could machine it for a tighter interference fit and then heat the cup before pressing it on, especially since aluminium expands more than steel with heat.
Don't crack the cup though! It might be more of a risk if the headtube is slightly oval. I can't think of a way of making it more cylindrical without turning it on a lathe, but it might be worth half an hour with your best calipers and some very fine abrasive paper once you've taken the paint off.
You could machine it for a tighter interference fit and then heat the cup before pressing it on, especially since aluminium expands more than steel with heat.