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Sometimes the plaster was painted too soon after plastering and the paint is not properly bonded with the wall. If this is the case you can use a sharp scraper and remove the paint leaving just the plaster. It does need to be dry before you try to paint it again though so you are right about fixing any exterior problems and waiting for it to dry.
Sigh. Fresh coat of paint after primer/sealant has just pulled all the old paint off. Think we'll have to take this wall back to plaster, fix our leaky gutter, let it dry for like a year and then repaint. Anyone else had this happen to them?