proplugs come in two varieties - vented and unvented
You can't dive in the unvented ones as they do not allow you to equalise the space between the plug and the ear - so you get a squeeze.
The vented ones have helped some people with equalisation difficulties as they, allegedly, deliver the water to the eardrum surface in a more balanced, gentler way - but the ear still gets wet so it doesn't help with this problem
the only option I think you have is to try a "Pro-ear" mask - these are huge, cumbersome and I could never get a seal around my ears (you'd need to shave) - but I do know a British freediver who uses one.
IST Pro Ear Mask at SwimOutlet.com