It is not uncommon to have trouble equilizing during repetitive decentsand ascents. The ears canals become inflamed with too much pressure squeeze and clearing. Wait a good long time before going back in the water, have a ENT or your regular doctor give you an "All clear" first and then dive carfully. Leave long periods between dives to rest your ears and make slow decents and ascents.
Doc's pro plugs are ment to keep the cold water out of the outer ear so the ear drum is not as affected by direct water contact. That does not remove the pressure differential as you descend and you will still have to equilize the inner ear.
You may also have been too forceful with your ear clearing. If you start clearing, gentely, as you leave surface it will be easier to keep up with the pressure change. If you feel pain or fullnes in the ears on descent than you are behind, you need to stop, go up a foot or two and clear before resuming the descent.